Acetyl chloride → HCID 20310451, compound

HRID 1763567Notes

Reaction equation

HRID 1763567 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[S:10])=[CH:4][CH:3]=1.[C:19](Cl)(=[O:21])[CH3:20]>N1C=CC=CC=1>[C:19]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH2:12][C:13]2[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=2)=[S:10])=[CH:4][CH:3]=1)(=[O:21])[CH3:20]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 20310464HCID 20310464, compound

Product 1

HCID 20310451HCID 20310451, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a chilled (circa 0° C.) solution of 5.16 gms. (0.02 mole) of 1-(p-aminophenyl)-3-(4-pyridylmethyl)-2-thiourea (Example 19, supra.) and 75 ml. of pyridine there is added dropwise 1.48 gms. (0.02 mole) of acetyl chloride with stirring, while maintaining the temperature at circa 0° C. Upon completion of the addition, the reaction mixture is stirred for an additional 30 minutes and then allowed to stand at room temperature for about 16 hours. Solvent is then removed in vacuo and the residue suspended in water. Water is then removed to give a residue of 1-(p-acetomidophenyl)-3-(4-pyridylmethyl)-2-thiourea.

Workup

  1. temperatureTo a chilled (circa 0° C.) solution of 5.16 gms
  2. temperaturewhile maintaining the temperature at circa 0° C
  3. additionUpon completion of the addition
  4. waitto stand at room temperature for about 16 hours
  5. customSolvent is then removed in vacuo
  6. customWater is then removed

Sources & evidence

ORD record
ord-8818286b40d04735ac5e7ca7ad5ca82b
Source dataset
uspto-grants-1978_09
Patent number
US04112100

Reaction notes

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