Hydrazine → HCID 69020578, compound

HRID 860787Notes

Reaction equation

HRID 860787 reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[CH:13]=[CH:14][C:15]3[NH:21][C:20](=S)[CH2:19][N:18]=[C:17]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=4)[C:16]=3[CH:30]=2)=[O:11])=[CH:6][CH:5]=1.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[CH:13]=[CH:14][C:15]3[N:21]=[C:20]([NH:1][NH2:2])[CH2:19][N:18]=[C:17]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=4)[C:16]=3[CH:30]=2)=[O:11])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 86591158HCID 86591158, compound

Product 1

HCID 69020578HCID 69020578, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Hydrazine (1.5 ml) was added to a mixture of intermediate (13) (0.00353 mol) in THF (20 ml). The mixture was stirred at room temperature for 15 min. K2CO3 10% was added and the mixture was extracted with DCM. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated till dryness, yielding 1.5 g (100%) of (4-chlorophenyl)[5-(3-chlorophenyl)-2-hydrazino-3H-1,4-benzodiazepin-7-yl]-methanone (intermediate 14).

Workup

  1. extractionthe mixture was extracted with DCM
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated till dryness

Sources & evidence

ORD record
ord-bf1960230d754217bc75a7c5d010ad0a
Source dataset
uspto-grants-2006_12
Patent number
US07153958B2

Reaction notes

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