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

HRID 268536Notes

Reaction equation

HRID 268536 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:19]2[C:23]([CH2:24][N:25]3C(=O)C4=CC=CC=C4C3=O)=[N:22][N:21]=[C:20]2[CH2:36][N:37]2C(=O)C3=CC=CC=C3C2=O)=[C:8]([CH:18]=1)[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:17])=O)([O-:3])=[O:2].O.NN>C(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:19]3[C:20]([CH2:36][NH2:37])=[N:21][N:22]=[C:23]3[CH2:24][N:25]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:8]=2[CH:18]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 215518812'-chloro-5-nitro-2-[3,5-bis(phthalimidomethyl)-4H-1,2,4-triazol-4-yl]benzophenone

Product 1

HCID 215518878-Nitro-1-(aminomethyl)-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 22, 5-nitro-2'-chloro-2-[3,5-bis(phthalimidomethyl)-4H-1,2,4-triazol-4-yl]benzophenone in ethanol is heated with hydrazine hydrate to give 8-nitro-1-(aminomethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]enzodiazepine.

Workup

  1. customto give 8-nitro-1-(aminomethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]enzodiazepine

Sources & evidence

ORD record
ord-45cd83e91c5d47209b97ebcd04ae7f8b
Source dataset
uspto-grants-1976_03
Patent number
US03947466

Reaction notes

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