Sodium Carbonate → HCID 3047599, compound

HRID 1834798Notes

Reaction equation

HRID 1834798 reaction equation
Cl.[CH3:2][N:3]([CH3:32])[CH2:4][C:5]([NH:7][C:8]1[CH:13]=[C:12]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:11]=[CH:10][C:9]=1[N:21]1[C:25](=[O:26])[CH2:24][S:23][C:22]1=[N:27][C:28]([O:30][CH3:31])=[O:29])=[O:6].C(=O)([O-])[O-].[Na+].[Na+]>O.C(Cl)(Cl)Cl>[CH3:2][N:3]([CH3:32])[CH2:4][C:5]([NH:7][C:8]1[CH:13]=[C:12]([S:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:11]=[CH:10][C:9]=1[N:21]1[C:25](=[O:26])[CH2:24][S:23][C:22]1=[N:27][C:28]([O:30][CH3:31])=[O:29])=[O:6]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 73676703HCID 73676703, compound

Product 1

HCID 3047599HCID 3047599, compoundYield 88.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

3-[2-(2-Dimethylaminoacetamido)-4-phenylthiophenyl]-2-methoxycarbonyliminothiazolidin-4-one hydrochloride (16.0 g; prepared as described in Example 1) was suspended in a mixture of water (150 ml) and chloroform (150 ml). Anhydrous sodium carbonate (1.75 g) was added, and the mixture was shaken vigorously. The chloroform layer was separated and the aqueous layer was extracted with a further quantity of chloroform (2 × 50 ml). The combined chloroform layers were dried over magnesium sulphate and evaporated. The residual solid obtained was crystallised from ethanol, with the aid of decolourising charcoal, to give 3-[2-(2-dimethylaminoacetamido)-4-phenylthiophenyl]-2-methoxycarbonyliminothiazolidin-4-one (13.1 g), m.p. 124°-126° C.

Workup

  1. customThe chloroform layer was separated
  2. extractionthe aqueous layer was extracted with a further quantity of chloroform (2 × 50 ml)
  3. dry with materialThe combined chloroform layers were dried over magnesium sulphate
  4. customevaporated
  5. customThe residual solid obtained
  6. customwas crystallised from ethanol, with the aid of decolourising charcoal

Sources & evidence

ORD record
ord-d4694223db394ead8d043eee094d1210
Source dataset
uspto-grants-1978_01
Patent number
US04071528

Reaction notes

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