Nitromethane [LYGJENNIWJXYER-UHFFFAOYSA-N] to Methylamine

Page 1

Reactions (21)

Yield

Substances (29)

Citations (38)

Conditions

References

1

Synthesize Find similar

Synthesize Find similar

Rx-ID: 175402

Find similar reactions

99%

With borane-ammonia complex in methanol; water

T=20°C; 0.0833333 h;

Goeksu, Haydar; Ho, Sally Fae; Metin, Oender; Korkmaz, Katip; Mendoza Garcia, Adriana; Gueltekin, Mehmet Serdar; Sun, Shouheng

ACS Catalysis, 2014 , vol. 4, # 6 p. 1777 - 1782 Title/Abstract Full Text View citing articles Show Details

99%

With ammonia borane; Pd/MIL-101 in methanol; water

T=20°C; 0.025 h;

Yang, Qihao; Chen, Yu-Zhen; Wang, Zhiyong U.; Xu, Qiang; Jiang, Hai-Long

Chemical Communications, 2015 , vol. 51, # 52 p. 10419 - 10422 Title/Abstract Full Text View citing articles Show Details

99%

With sodium tetrahydroborate in methanol; water

T=20°C; 0.0666667 h; Sealed tubeGreen chemistry;

Göksu, Haydar

New Journal of Chemistry, 2015 , vol. 39, # 11 p. 8498 - 8504 Title/Abstract Full Text View citing articles Show Details

94%

With poly(p-aminostyrene)-palladium(II); hydrogen in N,N-dimethyl-formamide

T=70°C; P=760 Torr; 6 h;

Mukherjee, Debkumar

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 2 p. 346 - 352 Title/Abstract Full Text View citing articles Show Details

93%

With Pd2(Bnpy)2(OAc)2; hydrogen in N,N-dimethyl-formamide

Bose, Asish; Saha, C. R.


T=75°C; P=86256.8 Torr; 5 h; var. organic nitro compounds, alkenes, alkynes, aldehydes, ketones, schiff bases and nitriles; other reaction times, temperatures and pressures; MechanismKineticsProduct distribution;

Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry, 1990 , vol. 29, # 5 p. 461 - 469 Title/Abstract Full Text Show Details

85%

With formic acid

T=120°C; 0.1 h; Microwave irradiation;

Arya, Kapil; Dandia, Anshu

Journal of the Korean Chemical Society, 2010 , vol. 54, # 1 p. 55 - 58 Title/Abstract Full Text View citing articles Show Details

45%

With ammonium formate; zinc in methanol

T=20°C; 0.0333333 h;

Gowda, D. Channe; Mahesh, B.; Gowda, Shankare

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2001 , vol. 40, # 1 p. 75 - 77 Title/Abstract Full Text Show Details

With hydrogenchloride; iron

T=100°C;

Johnson; Degering

Journal of the American Chemical Society, 1939 , vol. 61, p. 3194 Full Text View citing articles Show Details

With methanol; nickel

T=40 - 50°C; Hydrogenation.unter Druck;

Johnson; Degering

Journal of the American Chemical Society, 1939 , vol. 61, p. 3194 Full Text View citing articles Show Details

With ethanol; nickel

T=40 - 50°C; Hydrogenation.unter Druck;

Johnson; Degering

Journal of the American Chemical Society, 1939 , vol. 61, p. 3194 Full Text View citing articles Show Details

With sodium hydrogensulfite

Aloy; Rabaut

Bulletin de la Societe Chimique de France, 1905 , vol. <3> 33, p. 654 Full Text Show Details

With tin(ll) chloride

Hoffmann; Meyer,V.

Chemische Berichte, 1891 , vol. 24, p. 3531 Full Text Show Details

With sulfuric acid

T=70 - 75°C; durch elektrolytische Reduktion;

Pierron

Bulletin de la Societe Chimique de France, 1899 , vol. <3>21, p. 783 Full Text Show Details

With hydrogen; nickel

T=320 - 340°C;

Mailhe; Bellegarde

Bulletin de la Societe Chimique de France, 1919 , vol. <4>25, p. 590 Full Text Show Details

With hydrogen; palladium

Saizew

Journal fuer Praktische Chemie (Leipzig), 1872 , vol. <2> 6, p. 131 Full Text Show Details

With sodium hypophosphite; ethanol; copper

Mailhe; Murat

Bulletin de la Societe Chimique de France, 1910 , vol. <4>7, p. 955 Full Text Show Details

durch Einw. von gaerender Hefe;

Neuberg; Welde

Biochemische Zeitschrift, 1914 , vol. 62, p. 480 Full Text Show Details

With hydrogen; nickel

T=150 - 180°C;

Aloy; Rabaut

Bulletin de la Societe Chimique de France, 1905 , vol. <3> 33, p. 654 Full Text Show Details

With hydrogenchloride; iron

T=50 - 60°C;

Krause

Chemiker-Zeitung, Chemische Apparatur, 1916 , vol. 40, p. 810 Full Text Show Details

Reduktion durch gaerende Hefe;

Neuberg; Welde


Biochemische Zeitschrift, 1914 , vol. 62, p. 480 Full Text Show Details

With hydrazinium monoformate; nickel in methanol

T=20°C; 0.0333333 h;

Gowda, Shankare; Gowda, D.Channe

Tetrahedron, 2002 , vol. 58, # 11 p. 2211 - 2213 Title/Abstract Full Text View citing articles Show Details

With hydrogen in tetrahydrofuran

T=20°C; P=760.051 Torr; 4.5 h;

Kantam, M. Lakshmi; Chakravarti, Rajashree; Pal, Ujjwal; Sreedhar; Bhargava, Suresh

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 6 p. 822 - 827 Title/Abstract Full Text View citing articles Show Details

With nickel; hydrazine in water

T=20°C; 1 h; chemoselective reaction;

Rai, Rohit K.; Mahata, Arup; Mukhopadhyay, Sushobhan; Gupta, Sampa; Li, Pei-Zhou; Nguyen, Kim T.; Zhao, Yanli; Pathak, Biswarup; Singh, Sanjay K.

Inorganic Chemistry, 2014 , vol. 53, # 6 p. 2904 - 2909 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With hydrazine hydrate

T=85°C; 1 h;

Li, Yang; Zhou, Yu-Xiao; Ma, Xiao; Jiang, Hai-Long

Chemical Communications, 2016 , vol. 52, # 22 p. 4199 - 4202 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With borane-ammonia complex in methanol; water

T=20°C; 2 h; Sonication; chemoselective reaction;

Ma, Xiao; Zhou, Yu-Xiao; Liu, Hang; Li, Yang; Jiang, Hai-Long

Chemical Communications, 2016 , vol. 52, # 49 p. 7719 - 7722 Title/Abstract Full Text View citing articles Show Details

92 %Spectr.

2

Synthesize Find similar

Synthesize Find similar

Rx-ID: 233860

Find similar reactions

With hydrogenchloride; iron

Foerster; Jungers

Zeitschrift fuer Physikalische Chemie, Abteilung B: Chemie der Elementarprozesse, Aufbau der Materie, 1937 , vol. 36, p. 390 Phys.Z., 1937 , vol. 38, p. 140 Full Text Show Details

Noether

Journal of Chemical Physics, 1942 , vol. 10, p. 664 Full Text View citing articles Show Details

With palladium 10 on activated carbon; hydrogen in methanol

T=20°C; 16 h; Hide Experimental Procedure

Suzhou Zelgen Biopharmaceutical Co., Ltd.; GAO, Xiaoyong; FENG, Weidong; DAI, Xiaojun

Patent: EP2548859 A1, 2013 ; Location in patent: Paragraph 0057; 0059 ; Title/Abstract Full Text Show Details

Deuterated nitromethane (0.64 g, 10.0mmol) was dissolved in methanol (25.0 mL). Pd/C (10percent, 0.1g) was added. H2 replacement was conducted for three times through balloon. At the room temperature, the mixture was stirred for 16 hours. The mixture was acidified by dropping hydrochloric acid, and filtered. The solvent in the filtrate was removed under reduced pressure to afford the title compound (0.60g) as a light yellow product. The result of NMR indicated that (methyl-d3)amine hydrochloride was obtained.


3

Synthesize Find similar 0.6 g

Synthesize Find similar

Rx-ID: 34915527

Find similar reactions

Stage #1: With palladium 10 on activated carbon; hydrogen in methanol

T=20°C; 16 h; Stage #2: With hydrogenchloride in methanol; water

Suzhou Zelgen Biopharmaceutical Co., Ltd.; GAO, Xiaoyong; FENG, Weidong; DAI, Xiaojun

Patent: EP2548859 A1, 2013 ; Location in patent: Paragraph 0057; 0059 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

3.2:2. (Methyl-d3)amine hydrochloride

Deuterated nitromethane (0.64 g, 10.0mmol) was dissolved in methanol (25.0 mL). Pd/C (10percent, 0.1g) was added. H2 replacement was conducted for three times through balloon. At the room temperature, the mixture was stirred for 16 hours. The mixture was acidified by dropping hydrochloric acid, and filtered. The solvent in the filtrate was removed under reduced pressure to afford the title compound (0.60g) as a light yellow product. The result of NMR indicated that (methyl-d3)amine hydrochloride was obtained. 1H NMR (DMSO-d , 400 MHz): δ 8.05 (br, 2H) 6

4

Synthesize

Synthesize

Rx-ID: 25697997

Find similar reactions

With iron; acetic acid in ethanol

Heating / reflux;

THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH

Patent: US2007/99917 A1, 2007 ; Location in patent: Page/Page column 6 ; Title/Abstract Full Text Show Details

5

Synthesize

Synthesize

Rx-ID: 24291383

Find similar reactions


SCHILL + SEILACHER "STRUKTOL" AKTIENGESELLSCHAFT

Patent: WO2006/84489 A1, 2006 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

6

Synthesize Find similar

Synthesize Find similar

Rx-ID: 8551704

Find similar reactions

80%

Stage #1: With hydrazine hydrate; zinc in methanol

T=20°C; 0.0666667 h; Stage #2: With hydrogenchloride

Gowda, Shankare; Gowda, D. Channe

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 1 p. 180 - 183 Title/Abstract Full Text View citing articles Show Details

75%

With hydrogenchloride; zinc; hydrazinium monoformate in water

0.0416667 h;

Gowda, Shankare; Gowda, B. K. Kempe; Gowda, D. Channe

Synthetic Communications, 2003 , vol. 33, # 2 p. 281 - 289 Title/Abstract Full Text View citing articles Show Details

45%

Stage #1: With formic acid; nickel in methanol

T=20°C; Reduction; 0.0833333 h; Stage #2: With hydrogenchloride

Addition;

Channe Gowda; Prakasha Gowda; Ramesha Baba; Gowda, Shankare

Synthetic Communications, 2000 , vol. 30, # 16 p. 2889 - 2895 Title/Abstract Full Text View citing articles Show Details

7

Synthesize

Synthesize

Rx-ID: 22884880

Find similar reactions

Warner-Lambert Company

Patent: US6344459 B1, 2002 ; Location in patent: Page column 31 ; Title/Abstract Full Text Show Details


8

Synthesize Find similar

Rx-ID: 27152506

Find similar reactions

75%

Synthesize Find similar

Synthesize Find similar

Okeya, Seichi; Hashimoto, Masato; Nakamura, Fumiko; Kusuyama, Yoshiaki; Kobayashi, Mako; Arakawa, Ryuichi

Chemistry Letters, 2000 , # 10 p. 1130 - 1131 Title/Abstract Full Text View citing articles Show Details

in nitromethane

Pt complex dissolved in MeNO2; elem. anal.;

9

Synthesize Find similar 45%

Synthesize Find similar

Rx-ID: 233861

Find similar reactions

With water-d2; deuterium; palladium on activated charcoal

P=4137.2 Torr;

Arduengo III, Anthony J.; Dias, H. V. Rasika; Dixon, David A.; Harlow, Richard L.; Klooster; Koetzle

Journal of the American Chemical Society, 1994 , vol. 116, # 15 p. 6812 - 6822 Title/Abstract Full Text View citing articles Show Details

With water-d2; DCl; palladium; deuterium

Leitch et al.

Canadian Journal of Research, Section B: Chemical Sciences, 1950 , vol. 28, p. 256,262 Org.Synth.Isotopes, 1958 , p. 1418 Full Text Show Details

A

B

C

D

E

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

10

Synthesize Find similar

Synthesize Find similar

Rx-ID: 1608712

Find similar reactions

E: 80%

2 h at -5 deg C, then 5 h at 30 deg C; Product distributionMechanism;

Synthesize Find similar

Voronkov, M. G.; Dubinskaya, E. I.; Sigalov, M. V.; Vitkovskii, V. Yu.

J. Gen. Chem. USSR (Engl. Transl.), 1989 , vol. 59, # 5.1 p. 1055 - 1057,932 - 933


Title/Abstract Full Text Show Details

A

B

Synthesize Find similar

Synthesize Find similar

11

Synthesize Find similar Rx-ID: 175403

Find similar reactions

T=10 - 12°C; electroreduction; electrolyte: 2.82N HCl, electrode: copper hydrophobized with 5percent fluororesin 4D, E=-0.8 V (ref. electrode: normal calomel); effect of the hydrophobizer content of the electrode and working potential on the current yields and densi;

Kornienko, G. V.; Kornienko, V. L.

J. Appl. Chem. USSR (Engl. Transl.), 1988 , vol. 61, # 8 p. 1771 - 1776,1590 - 1594 Title/Abstract Full Text Show Details

With hydrogenchloride; tin(ll) chloride

Hoffmann; Meyer,V.

Chemische Berichte, 1891 , vol. 24, p. 3531 Full Text Show Details

12

Synthesize Find similar

Rx-ID: 7063888

Find similar reactions

Synthesize Find similar

Synthesize Find similar

Samuelsen et al.

Journal of the American Chemical Society, 1950 , vol. 72, p. 3872 Full Text View citing articles Show Details

an verschiedenen praeparierten Katalysatoren.Hydrogenation;

A

B

Synthesize Find similar

Synthesize Find similar

13

Synthesize Find similar

Synthesize Find similar


Rx-ID: 7063909

Find similar reactions

Isgaryschew; Petrowa

Zhurnal Fizicheskoi Khimii, 1950 , vol. 24, p. 745 Chem.Abstr., 1950 , p. 10551 Full Text Show Details

T=15 - 80°C; Elektrochemische Reduktion an verschiedenen Metall-Kathoden, verschiedener Stromdichte und verschiedener Konzentration;

A

B

Synthesize Find similar

Synthesize Find similar

14

Synthesize Find similar

Synthesize Find similar

Rx-ID: 7063910

Find similar reactions

T=15 - 80°C; Elektrochemische Reduktion an verschiedenen Metall-Kathoden, verschiedener Stromdichte und verschiedener Konzentration;

A

B

Synthesize Find similar

Synthesize Find similar

Isgaryschew; Petrowa

Zhurnal Fizicheskoi Khimii, 1950 , vol. 24, p. 745 Chem.Abstr., 1950 , p. 10551 Full Text Show Details

15

Synthesize Find similar Rx-ID: 7082779

Find similar reactions

Melnikow

Zhurnal Obshchei Khimii, 1934 , vol. 4, p. 1057,1058 Chem. Zentralbl., 1936 , vol. 107, # I p. 3131 Full Text Show Details

Produkt5-6:Wasserstoff,Ammoniak;

A

16

B


Synthesize Find similar Rx-ID: 7063907

Find similar reactions

Synthesize Find similar

Synthesize Find similar

Mailhe; Bellegarde

Bulletin de la Societe Chimique de France, 1919 , vol. <4>25, p. 590 Full Text Show Details

T=320 - 340°C;

17

Synthesize Find similar

Rx-ID: 7063873

Find similar reactions

Synthesize Find similar

Synthesize Find similar

Krause

Chemiker-Zeitung, Chemische Apparatur, 1916 , vol. 40, p. 810 Full Text Show Details

18

Synthesize Find similar

Rx-ID: 7063879

Find similar reactions

Synthesize Find similar

Synthesize Find similar

Mailhe; Murat

Bulletin de la Societe Chimique de France, 1910 , vol. <4>7, p. 955 Full Text Show Details

19


Synthesize Find similar

Synthesize Find similar

Rx-ID: 7063890

Find similar reactions

Aloy; Rabaut

Bulletin de la Societe Chimique de France, 1905 , vol. <3> 33, p. 654 Full Text Show Details

20

Synthesize Find similar

Synthesize Find similar

Rx-ID: 7063883

Find similar reactions

Hoffmann; Meyer,V.

Chemische Berichte, 1891 , vol. 24, p. 3531 Full Text Show Details

T=150 - 180°C;

A

B

Synthesize Find similar

Synthesize Find similar

21

Synthesize Find similar Rx-ID: 7063911

Find similar reactions

Hoffmann; Meyer,V.

Chemische Berichte, 1891 , vol. 24, p. 3531 Full Text Show Details


Turn static files into dynamic content formats.

Create a flipbook
Issuu converts static files into: digital portfolios, online yearbooks, online catalogs, digital photo albums and more. Sign up and create your flipbook.