Acetonitrile → 4-[4-Chloro-3-(2-methoxypropylsulfamoyl)-phenyl]-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

HRID 461175Notes

Reaction equation

HRID 461175 reaction equation
Br.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:17])[CH2:13][S:12][C:11](=[N:14][CH3:15])[N:10]2[CH3:16])=[CH:5][C:4]=1[S:18](Cl)(=[O:20])=[O:19].[CH3:22][O:23][CH:24]([CH3:27])[CH2:25][NH2:26].C(#N)C>C(O)C>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:17])[CH2:13][S:12][C:11](=[N:14][CH3:15])[N:10]2[CH3:16])=[CH:5][C:4]=1[S:18](=[O:20])(=[O:19])[NH:26][CH2:25][CH:24]([O:23][CH3:22])[CH3:27]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 126097192-Methoxypropan-1-amineHCID 227604894-Chloro-3-chlorosulfonylphenyl-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide

Product 1

HCID 227604094-[4-Chloro-3-(2-methoxypropylsulfamoyl)-phenyl]-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.5 g of 4-(4-chloro-3-chlorosulfonylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide were reacted as prescribed in Example 76 with 5 g of 2-methoxypropyl amine in 100 ml of ethanol and worked up. Colorless crystalline solid substance, melting point: 148° C (acetonitrile/active charcoal).

Sources & evidence

ORD record
ord-60b7e745aea443958d7b43d3eec29d76
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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