Benzenemethanamine, 3,4-dichloro- → HCID 21557344, compound

HRID 1578947Notes

Reaction equation

HRID 1578947 reaction equation
C([O:3][C:4](=[O:15])[CH2:5][S:6][C:7]1[N:12]=[C:11]([Cl:13])[CH:10]=[C:9](Cl)[N:8]=1)C.[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:20][NH2:21].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:13][C:11]1[CH:10]=[C:9]([NH:21][CH2:20][C:19]2[CH:22]=[CH:23][C:24]([Cl:25])=[C:17]([Cl:16])[CH:18]=2)[N:8]=[C:7]([S:6][CH2:5][C:4]([OH:3])=[O:15])[N:12]=1

Participants

5

Reactant 3

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 10340Sodium CarbonateHCID 4133103Acetic acid, [(4,6-dichloro-2-pyrimidinyl)thio]-, ethyl ester

Product 1

HCID 21557344HCID 21557344, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 8.0 g of (4,6-dichloro-2-pyrimidinylthio)acetic acid ethyl ester, 5.3 g of 3,4-dichlorobenzylamine and 3.2 g of sodium carbonate in 200 ml. of ethanol was heated under reflux for 6 hr. The reaction mixture was filtered and water was added to the filtrate to the cloudy point. The mixture was cooled in ice and the resulting precipitate which formed was removed by filtration and recrystallized from 70% aqueous ethanol. The product amounted to 4.8 g, mp. 64°-69°C.

Workup

  1. temperatureunder reflux for 6 hr
  2. filtrationThe reaction mixture was filtered
  3. additionwater was added to the filtrate to the cloudy point
  4. temperatureThe mixture was cooled in ice
  5. customthe resulting precipitate which formed
  6. customwas removed by filtration
  7. customrecrystallized from 70% aqueous ethanol

Sources & evidence

ORD record
ord-df573642195c48959c3ae6eb59b972ef
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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