Sodium Carbonate → HCID 88011320, compound

HRID 1578952Notes

Reaction equation

HRID 1578952 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10](OCC)=[O:11])[N:5]=[C:4]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[CH:3]=1.O.[NH2:25][NH2:26].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[N:5]=[C:6]([S:8][CH2:9][C:10]([NH:25][NH2:26])=[O:11])[N:7]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 53738869[4-Chloro-6-(p-chlorobenzylamino)-2-pyrimidinylthio]acetic acid ethyl ester

Product 1

HCID 88011320HCID 88011320, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 1.1 g of (6-chloro-4-p-chlorobenzylamino-2pyrimidinylthio)acetic acid, ethyl ester 0.18 g of hydrazine hydrate (98%) and 0.3 g of sodium carbonate in 15 ml. of ethanol was heated under reflux for 3 hr. The reaction mixture was filtered and the filtrate diluted with water until a precipitate appeared. The solid was washed with aqueous (10%) sodium carbonate then recrystallized from ethanol to a mp. of 178-182°C.

Workup

  1. temperatureunder reflux for 3 hr
  2. filtrationThe reaction mixture was filtered
  3. additionthe filtrate diluted with water until a precipitate
  4. washThe solid was washed with aqueous (10%) sodium carbonate
  5. customthen recrystallized from ethanol to a mp. of 178-182°C.

Sources & evidence

ORD record
ord-81f7939a72594574b406cb155037e3f1
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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