P-Anisidine → HCID 53937790, compound

HRID 1578940Notes

Reaction equation

HRID 1578940 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][S:6][C:7]1[N:12]=[C:11](Cl)[CH:10]=[C:9]([Cl:14])[N:8]=1)[CH3:2].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][S:6][C:7]1[N:8]=[C:9]([Cl:14])[CH:10]=[C:11]([NH:24][C:21]2[CH:22]=[CH:23][C:18]([O:17][CH3:16])=[CH:19][CH:20]=2)[N:12]=1)[CH3:2]

Participants

5

Reactant 3

HCID 7732P-AnisidineHCID 10340Sodium CarbonateHCID 4133103Acetic acid, [(4,6-dichloro-2-pyrimidinyl)thio]-, ethyl ester

Product 1

HCID 53937790HCID 53937790, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 5.2 g of (4,6-dichloro-2-pyrimidinylthio)acetic acid ethyl ester, 2.4 g of p-anisidine and 2.1 g of sodium carbonate in 100 ml. of ethanol was heated under reflux for 6 hr. The reaction mixture was filtered and the filtrate cooled in ice. A crystalline material was deposited which was purified by recrystallization from ethanol. There was obtained 4.5 g of product, mp. 96°-97.5°C.

Workup

  1. temperatureunder reflux for 6 hr
  2. filtrationThe reaction mixture was filtered
  3. temperaturethe filtrate cooled in ice
  4. customwas purified by recrystallization from ethanol

Sources & evidence

ORD record
ord-b1a698a3f316448a8ed89706f146bf2c
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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