Hydrazine → (3,4-diaMinophenyl)(Morpholino)Methanone

HRID 1106240

Reaction equation

HRID 1106240 reaction equation
[BH4-].[Na+].[N+:3]([C:6]1[CH:12]=[C:11]([C:13]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[O:14])[CH:10]=[CH:9][C:7]=1[NH2:8])([O-])=O.NN>CO>[NH2:8][C:7]1[CH:9]=[CH:10][C:11]([C:13]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[O:14])=[CH:12][C:6]=1[NH2:3]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 4311764Sodium borohydrideHCID 205537522-Nitro-4-morpholinocarbonylaniline

Product 1

HCID 22411123(3,4-diaMinophenyl)(Morpholino)Methanone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.14 g of ferrous sulfate heptahydrate in 15 ml of methanol is treated under nitrogen with 0.02 g of sodium borohydride. After 5 minutes, 2.5 g of 2-nitro-4-morpholinocarbonylaniline (as prepared in Example XXXIX) and 1 ml 64% hydrazine are added. The mixture is refluxed until reduction is complete (~4-6 hours) to afford 1,2-diamino-4-morpholinocarbonylbenzene.

Workup

  1. temperatureThe mixture is refluxed until reduction
  2. custom(~4-6 hours)

Sources & evidence

ORD record
ord-a334c2564d384db1ac4a3b280edab83a
Source dataset
uspto-grants-1982_01
Patent number
US04312873

Linked notes

Loading…