Semicarbazide hydrochloride → 2-(1H-3-Benzazepin-2-yl)hydrazine-1-carboxamide

HRID 1414725Notes

Reaction equation

HRID 1414725 reaction equation
Br.[NH2:2][C:3]1[CH2:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[CH:6]=[CH:5][N:4]=1.Cl.N[NH:16][C:17]([NH2:19])=[O:18].C([O-])(=O)C.[K+].C(=O)(O)[O-].[Na+]>O.CO>[NH:2]([C:3]1[CH2:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[CH:6]=[CH:5][N:4]=1)[NH:16][C:17]([NH2:19])=[O:18]

Participants

7

Reactant 4

HCID 11236Semicarbazide hydrochlorideHCID 516892Sodium BicarbonateHCID 517044Potassium AcetateHCID 21484983HCID 21484983, compound

Product 1

HCID 130724182-(1H-3-Benzazepin-2-yl)hydrazine-1-carboxamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 24 parts of 2-amino-1H-3-benzazepine hydrobromide, 33 parts of semicarbazide hydrochloride, and 40 parts of potassium acetate in 500 volume parts of methanol is stirred at room temperature overnight. After dilution with water the reaction mixture is neutralized with an aqueous solution of sodium bicarbonate and, then, extracted with chloroform. The chloroform layer is dried over sodium sulfate. Evaporation of the solvent gives 2-semicarbazido-1H-3-benzazepine as crystals. Recrystallization from methanol gives colorless prisms, melting at 188° - 189° C.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe chloroform layer is dried over sodium sulfate
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-77bffb61c8eb4ac3b1f71a7e86d37c6e
Source dataset
uspto-grants-1977_01
Patent number
US04002638

Reaction notes

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