2-Hydroxyacetohydrazide → 1-(hydroxymethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

HRID 596355Notes

Reaction equation

HRID 596355 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH:12][C:11](=S)[CH2:10][N:9]=1.[OH:20][CH2:21][C:22]([NH:24][NH2:25])=O>C(O)CCC>[OH:20][CH2:21][C:22]1[N:12]2[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[N:9][CH2:10][C:11]2=[N:25][N:24]=1

Participants

4

Reactant 2

HCID 3505362-HydroxyacetohydrazideHCID 125221541,3-dihydro-5-(o-chlorophenyl)-2H-1,4-benzodiazepine-2-thione

Product 1

HCID 125221551-(hydroxymethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

In the manner given in Preparation 1, a solution of 1,3-dihydro-5-(o-chlorophenyl)-2H-1,4-benzodiazepine-2-thione and hydroxyacetic acid hydrazide in n-butyl alcohol is refluxed to give 1-(hydroxymethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine. Preparation 6 8-Fluoro-1-(hydroxymethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Workup

  1. customIn the manner given in Preparation 1

Sources & evidence

ORD record
ord-6480a3197144444b9bb8977101beb582
Source dataset
uspto-grants-1977_03
Patent number
US04010177

Reaction notes

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