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

HRID 436562Notes

Reaction equation

HRID 436562 reaction equation
O.NN.[F:4][C:5]([F:41])([F:40])[C:6]1[CH:7]=[CH:8][C:9]2[N:15]3[C:16]([CH2:19][O:20][N:21]4C(=O)C5=CC=CC=C5C4=O)=[N:17][N:18]=[C:14]3[CH2:13][N:12]=[C:11]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[Cl:38])[C:10]=2[CH:39]=1>C(O)C>[NH2:21][O:20][CH2:19][C:16]1[N:15]2[C:9]3[CH:8]=[CH:7][C:6]([C:5]([F:41])([F:40])[F:4])=[CH:39][C:10]=3[C:11]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[Cl:38])=[N:12][CH2:13][C:14]2=[N:18][N:17]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 203612498-trifluoromethyl-6-(o-chlorophenyl)-1-[(phthalimidooxy)methyl]-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 203612111-[(aminooxy)methyl]-8-trifluoromethyl-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 2, a solution of hydrazine hydrate in ethanol is reacted at 65° C. with 8-trifluoromethyl-6-(o-chlorophenyl)-1-[(phthalimidooxy)methyl]-4H-s-triazolo[4,3-a][1,4]benzodiazepine to give 1-[(aminooxy)methyl]-8-trifluoromethyl-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-b91e310b5f95439db259f054167aa802
Source dataset
uspto-grants-1977_02
Patent number
US04009175

Reaction notes

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