Hydrazine hydrate (1:1) → HCID 67713483, compound

HRID 1378250Notes

Reaction equation

HRID 1378250 reaction equation
O.[NH2:2][NH2:3].[O:4]=[C:5]1[N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]2=[C:15]([C:18]([O:20]CC)=O)[N:16]=[CH:17][N:8]2[C:7]2[CH:23]=[CH:24][S:25][C:6]1=2>C(O)C>[O:4]=[C:5]1[N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]2=[C:15]([C:18]([NH:2][NH2:3])=[O:20])[N:16]=[CH:17][N:8]2[C:7]2[CH:23]=[CH:24][S:25][C:6]1=2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13688160ethyl (S)-10,11,12,12a-tetrahydro-8-oxo-8H-imidazo[5,1-c]pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine-1-carboxylate

Product 1

HCID 67713483HCID 67713483, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8 ml of hydrazine hydrate were added to a suspension of 4.0 g (12.6 mmol) of ethyl (S)-10,11,12,12a-tetrahydro-8-oxo-8H-imidazo[5,1-c]pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine-1-carboxylate in 40 ml of ethanol and the mixture was heated at reflux for 3 hours. After cooling to 0° the crystals obtained were filtered off and there were obtained 3.6 g (94%) of (S)-10,11,12,12a-tetrahydro-8-oxo-8H-imidazo[5,1-c]pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine-1-carboxylic acid hydrazide as colourless needles of m.p. >260°.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 hours
  3. temperatureAfter cooling to 0° the crystals
  4. customobtained
  5. filtrationwere filtered off

Sources & evidence

ORD record
ord-26cab5aa9c5a4c5c97e31ad622d29818
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

Loading…