2-Hydroxyacetohydrazide → (6-(2-Chlorophenyl)-8-nitro-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-1-yl)methanol

HRID 1199783Notes

Reaction equation

HRID 1199783 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[NH:13][C:12](=S)[CH2:11][N:10]=[C:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[C:8]=2[CH:22]=1)([O-:3])=[O:2].[OH:23][CH2:24][C:25]([NH:27][NH2:28])=O>C(O)CCC>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:13]3[C:25]([CH2:24][OH:23])=[N:27][N:28]=[C:12]3[CH2:11][N:10]=[C:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[C:8]=2[CH:22]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 3505362-HydroxyacetohydrazideHCID 12371433HCID 12371433, compound

Product 1

HCID 19865756(6-(2-Chlorophenyl)-8-nitro-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-1-yl)methanol

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

In the manner given in Example 11, a solution of 1,3-dihydro-7-nitro-5-(o-chlorophenyl)-2H-1,4-benzodiazepine-2-thione and hydroxyacetic acid hydrazide in n-butylalcohol was refluxed to give 8-nitro-1-(hydroxymethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-5414103e5c274aadafe374191ccd08fb
Source dataset
uspto-grants-1990_02
Patent number
US04902794

Reaction notes

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