Water → HCID 20076639, compound

HRID 1654715Notes

Reaction equation

HRID 1654715 reaction equation
[CH:1]([CH:3]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=2)=[CH:8][CH:7]=1)[C:4]#[N:5])=O.O.Cl.[NH2:22][NH:23][C:24]([NH2:26])=[O:25]>CO>[NH2:5][C:4]1[N:23]([C:24](=[O:25])[NH2:26])[N:22]=[CH:1][C:3]=1[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11236Semicarbazide hydrochlorideHCID 22408246HCID 22408246, compound

Product 1

HCID 20076639HCID 20076639, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution obtained by dissolving α-formyl-4-(3-methylphenylmethyl)phenylacetonitrile thus obtained in methanol (50 ml) and water (10 ml) was added semicarbazide hydrochloride (3.2 g) under stirring on ice-cooling. Ice bath was removed, and after 13 hours, the mixture was adjusted to alkaline (pH 10 to 11) with 5N-sodium hydroxide aqueous solution, and stirred for 1 hour. Next, the reaction mixture was neutralized (pH 8 to 9) with 10% hydrochloric acid aqueous solution, and the precipitate was separated by filtration. By washing and drying, 3-amino-2-carbamoyl-4-{4-(3-methylphenylmethyl)phenyl}pyrazole (6.3 g) was obtained. The product was used in subsequent procedure without purification.

Workup

  1. customTo a solution obtained
  2. temperaturecooling
  3. customIce bath was removed
  4. stirringstirred for 1 hour
  5. customthe precipitate was separated by filtration
  6. washBy washing
  7. customdrying

Sources & evidence

ORD record
ord-b3a867e133254be5a5d18bb297dc4b47
Source dataset
uspto-grants-1995_04
Patent number
US05409928

Reaction notes

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