Hydrazine hydrate (1:1) → HCID 178514332, compound

HRID 703438Notes

Reaction equation

HRID 703438 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]3[CH2:17][CH2:16][C:15]4[C:7]3=[C:8]([CH:12]=[CH:13][CH:14]=4)[C:9](=S)[NH:10][C:4]=2[CH:3]=1.O.[NH2:21][NH2:22]>C1C=CC=CC=1>[Br:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]3[CH2:17][CH2:16][C:15]4[C:7]3=[C:8]([CH:12]=[CH:13][CH:14]=4)[C:9](=[N:21][NH2:22])[NH:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15132540HCID 15132540, compound

Product 1

HCID 178514332HCID 178514332, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

9-Bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-thione (4 g), hydrazine hydrate (4 ml) and benzene (150 ml) were combined and refluxed overnight. The reaction mixture was concentrated to approximately 50 ml and, after standing overnight, the precipitate was filtered. Recrystallization of the filter cake from chloroform/ether gave 2.35 g (59.5%) of product, mp 260° C. (dec).

Workup

  1. temperaturerefluxed overnight
  2. concentrationThe reaction mixture was concentrated to approximately 50 ml
  3. filtrationthe precipitate was filtered
  4. customRecrystallization of the filter cake from chloroform/ether

Sources & evidence

ORD record
ord-756b1878c9914e8b896ab1f77d85cc5c
Source dataset
uspto-grants-1991_01
Patent number
US04983601

Reaction notes

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