6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-6-amine [MDAI] [CAS 132741-81-2; InChIKey FQDRMHHCWZAXJM-UHF

Query Query

Results

Date

5 reactions in Reaxys

2016-02-22 08h:00m:54s (EST)

O

1. Query

NH 2 O

Search as: As drawn

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

1/3

2016-02-22 08:01:33

O HO

O

O H 2N

NZ

O

O

Rx-ID: 2222506 View in Reaxys 1/5 Yield

Conditions & References

55 %

With sulfuric acid, hydrogen, palladium on activated charcoal in acetic acid, Time= 18h, p= 2585.7Torr Nichols, David E.; Brewster, William K.; Johnson, Michael P.; Oberlender, Robert; Riggs, Robert M.; Journal of Medicinal Chemistry; vol. 33; nb. 2; (1990); p. 703 - 710 View in Reaxys Reaction Steps: 2 1: 98 percent / NaBH4 2: 90 percent / H2, HCl / Pd/C / ethanol With hydrogenchloride, sodium tetrahydroborate, hydrogen, palladium on activated charcoal in ethanol Paleo, M. Rita; Dominguez, Domingo; Castedo, Luis; Tetrahedron; vol. 50; nb. 11; (1994); p. 3627 - 3638 View in Reaxys

HO HO

O

O H 2N

NZ

O

O

Rx-ID: 3648295 View in Reaxys 2/5 Yield 90 %

Conditions & References With hydrogenchloride, hydrogen, palladium on activated charcoal in ethanol Paleo, M. Rita; Dominguez, Domingo; Castedo, Luis; Tetrahedron; vol. 50; nb. 11; (1994); p. 3627 - 3638 View in Reaxys

O O

O H 2N

O

O

Rx-ID: 18690551 View in Reaxys 3/5 Yield

Conditions & References Reaction Steps: 3 1: 90 percent / isoamyl nitrite 2: 98 percent / NaBH4 3: 90 percent / H2, HCl / Pd/C / ethanol With hydrogenchloride, sodium tetrahydroborate, hydrogen, isopentyl nitrite, palladium on activated charcoal in ethanol Paleo, M. Rita; Dominguez, Domingo; Castedo, Luis; Tetrahedron; vol. 50; nb. 11; (1994); p. 3627 - 3638 View in Reaxys Reaction Steps: 2 1: 86.9 percent / isoamyl nitrite, conc. HCl / methanol / 1.25 h 2: 55 percent / H2, conc. H2SO4 / 10percent Pd/C / acetic acid / 18 h / 2585.7 Torr With hydrogenchloride, sulfuric acid, hydrogen, isopentyl nitrite, palladium on activated charcoal in methanol, acetic acid Nichols, David E.; Brewster, William K.; Johnson, Michael P.; Oberlender, Robert; Riggs, Robert M.; Journal of Medicinal Chemistry; vol. 33; nb. 2; (1990); p. 703 - 710 View in Reaxys

O Cl

O

O

H 2N O

O

Rx-ID: 21939842 View in Reaxys 4/5

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

2/3

2016-02-22 08:01:33

Yield

Conditions & References Reaction Steps: 3 1: 84 percent / SnCl4 / CH2Cl2 / 1.) 0 deg C, 10 min, 2.) 0.5 h 2: 86.9 percent / isoamyl nitrite, conc. HCl / methanol / 1.25 h 3: 55 percent / H2, conc. H2SO4 / 10percent Pd/C / acetic acid / 18 h / 2585.7 Torr With hydrogenchloride, sulfuric acid, hydrogen, tin(IV) chloride, isopentyl nitrite, palladium on activated charcoal in methanol, dichloromethane, acetic acid Nichols, David E.; Brewster, William K.; Johnson, Michael P.; Oberlender, Robert; Riggs, Robert M.; Journal of Medicinal Chemistry; vol. 33; nb. 2; (1990); p. 703 - 710 View in Reaxys

O HO

O

O

H 2N O

O

Rx-ID: 21939877 View in Reaxys 5/5 Yield

Conditions & References Reaction Steps: 4 1: thionyl chloride / benzene / 3 h / Heating 2: 84 percent / SnCl4 / CH2Cl2 / 1.) 0 deg C, 10 min, 2.) 0.5 h 3: 86.9 percent / isoamyl nitrite, conc. HCl / methanol / 1.25 h 4: 55 percent / H2, conc. H2SO4 / 10percent Pd/C / acetic acid / 18 h / 2585.7 Torr With hydrogenchloride, thionyl chloride, sulfuric acid, hydrogen, tin(IV) chloride, isopentyl nitrite, palladium on activated charcoal in methanol, dichloromethane, acetic acid, benzene Nichols, David E.; Brewster, William K.; Johnson, Michael P.; Oberlender, Robert; Riggs, Robert M.; Journal of Medicinal Chemistry; vol. 33; nb. 2; (1990); p. 703 - 710 View in Reaxys

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

3/3

2016-02-22 08:01:33