Hydrazine hydrate (1:1) → 8-nitro-1-(pyrrolidinomethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

HRID 1076636Notes

Reaction equation

HRID 1076636 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[N:18]1[C:22]([CH2:23][N:24]2C(=O)C3=CC=CC=C3C2=O)=[N:21][N:20]=[C:19]1[CH2:35][N:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1.O.NN>C(O)C>[N+:15]([C:13]1[CH:12]=[CH:11][C:10]2[N:18]3[C:19]([CH2:35][N:36]4[CH2:40][CH2:39][CH2:38][CH2:37]4)=[N:20][N:21]=[C:22]3[CH2:23][N:24]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:9]=2[CH:14]=1)([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 215372712'-chloro-5-nitro2-[3-(pyrrolidinomethyl)-5-(phthalimidomethyl)-4H-1,2,4-triazol-4-yl]benzophenone

Product 1

HCID 215373008-nitro-1-(pyrrolidinomethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In the manner given in Example 27, 2'-chloro-5-nitro2-[3-(pyrrolidinomethyl)-5-(phthalimidomethyl)-4H-1,2,4-triazol-4-yl]benzophenone is heated in ethanol with hydrazine hydrate to give 8-nitro-1-(pyrrolidinomethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-34b39599fb554100a4b3c1db6bc7d92d
Source dataset
uspto-grants-1976_05
Patent number
US03957761

Reaction notes

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