Hydrazine hydrate (1:1) → HCID 18183197, compound

HRID 430647Notes

Reaction equation

HRID 430647 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:9][C:8]2[CH:10]=[C:11]3[O:16][CH2:15][O:14][C:12]3=[CH:13][C:7]=2[C:6]([C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=2)=[N:5][N:4]1[C:26](=[O:29])[NH:27][CH3:28].O.NN>C(O)C.[Ni]>[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([C:6]2[C:7]3[CH:13]=[C:12]4[O:14][CH2:15][O:16][C:11]4=[CH:10][C:8]=3[CH2:9][CH:3]([CH2:2][OH:1])[N:4]([C:26](=[O:29])[NH:27][CH3:28])[N:5]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 18183156HCID 18183156, compound

Product 1

HCID 18183197HCID 18183197, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A suspension of 1.02 g (2.56 mmol) of 8-hydroxymethyl-7-methylcarbamoyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine (stage C) in 40 ml of ethanol is mixed with 0.45 ml (9 mmol) of 98% hydrazine hydrate and RaNi catalyst while being stirred. After 30 minutes, the catalyst is filtered off, and the solution is concentrated by evaporation. The residue is recrystallized in ethanol, and 0.83 g (88%) of product with a melting point of 136-138° C. is obtained.

Workup

  1. filtrationthe catalyst is filtered off
  2. concentrationthe solution is concentrated by evaporation
  3. customThe residue is recrystallized in ethanol

Sources & evidence

ORD record
ord-d0ece0bcf0ce4fa6959d6f4cee6d37d6
Source dataset
uspto-grants-2001_11
Patent number
US06323197B1

Reaction notes

Loading…