Acetohydrazide → HCID 21317702, compound

HRID 262978Notes

Reaction equation

HRID 262978 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[C:11]2[CH:20]=[CH:19][S:18][C:12]=2[NH:13][C:14](=S)[CH2:15][N:16]=1)([O-:3])=[O:2].[C:21]([NH:24][NH2:25])(=O)[CH3:22]>C(O)CCC>[CH3:22][C:21]1[N:13]2[C:12]3[S:18][CH:19]=[CH:20][C:11]=3[C:10]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N+:1]([O-:3])=[O:2])=[N:16][CH2:15][C:14]2=[N:25][N:24]=1

Participants

4

Reactant 2

HCID 14039AcetohydrazideHCID 135848416HCID 135848416, compound

Product 1

HCID 21317702HCID 21317702, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

9.1 g (0.03 mol) of 1,3-dihydro-5-(o-nitrophenyl)-2H-thieno[2,3-e]-1,4-diazepine-2-thione are refluxed with 500 ml of absolute butanol and 9 g of acetic hydrazide, a stream of nitrogen being conducted through the solution. After 2 hours, the solvent is evaporated and the residue taken up in 300 ml of methylene chloride and washed three times with 100 ml of water each time. After drying and evaporation of the organic phase and trituration with ethyl acetate, there is obtained crystalline 9-methyl-4-(o-nitrophenyl)-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine which, after recrystallization from ethanol and treatment with active carbon, melts at 260°-262° C.

Workup

  1. customthe solvent is evaporated
  2. washwashed three times with 100 ml of water each time
  3. customAfter drying
  4. customevaporation of the organic phase and trituration with ethyl acetate

Sources & evidence

ORD record
ord-97b9c6c1be7f44739995522e69672dc0
Source dataset
uspto-grants-1979_05
Patent number
US04155913

Reaction notes

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