Pyridine → HCID 21487120, compound

HRID 1414356Notes

Reaction equation

HRID 1414356 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11](C)[CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[O:10])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:26](Cl)(=[O:28])[CH3:27]>O>[C:26]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([NH:11][CH2:12][C:13]2[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=2)=[O:10])=[CH:6][CH:7]=1)(=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 20352827HCID 20352827, compound

Product 1

HCID 21487120HCID 21487120, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a chilled (circa 0° C.) solution of 5.12 gms. (0.02 mole) of 1-(p-aminophenyl)-3-methyl-3-(4-pyridylmethyl)urea (Example 6., supra.) in 75 ml. of pyridine there is added dropwise 1.48 gms. (0.02 mole) of acetyl chloride with stirring, while maintaining the temperature of the reaction mixture at circa 0° C. Stirring is continued for 30 minutes and then the reaction mixture is allowed to stand at room temperature overnight. Solvent is stripped and the residue suspended in water. Upon removal of the water there is obtained 1-(p-acetamidophenyl)-3-(4-pyridylmethyl)urea.

Workup

  1. temperatureTo a chilled (circa 0° C.) solution of 5.12 gms
  2. temperaturewhile maintaining the temperature of the reaction mixture at circa 0° C
  3. waitto stand at room temperature overnight
  4. customUpon removal of the water

Sources & evidence

ORD record
ord-23d8b2c37ae144d592afcd0f121dfd03
Source dataset
uspto-grants-1977_01
Patent number
US04001256

Reaction notes

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