2,4,6-Trimethylaniline → HCID 53726701, compound

HRID 1578939Notes

Reaction equation

HRID 1578939 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][C:17]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[C:18]=1[NH2:19].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:19][C:18]2[C:20]([CH3:25])=[CH:21][C:22]([CH3:24])=[CH:23][C:17]=2[CH3:16])[N:12]=1)[CH3:2]

Participants

5

Reactant 3

HCID 69132,4,6-TrimethylanilineHCID 10340Sodium CarbonateHCID 4133103Acetic acid, [(4,6-dichloro-2-pyrimidinyl)thio]-, ethyl ester

Product 1

HCID 53726701HCID 53726701, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.3 g of (4,6-dichloro-2-pyrimidinylthio) acetic acid ethyl ester, 2.7 g of 2,4,6-trimethylaniline and 2.1 g of sodium carbonate in 50 ml. of ethanol was heated in an autoclave to 200°C. for 5 hr. The reaction mixture was filtered and water was added to initiate precipitation. The precipitate was removed by filtration and recrystallized from 95% ethanol to afford 3.2 g of product, mp. 100-103°C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. additionwater was added
  3. customprecipitation
  4. customThe precipitate was removed by filtration
  5. customrecrystallized from 95% ethanol

Sources & evidence

ORD record
ord-65d358cb0c744e229bf83ac8ca3e47fe
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

Loading…