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

HRID 1703917Notes

Reaction equation

HRID 1703917 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].[CH2:22]1[O:32][C:31]2[CH:30]=[CH:29][C:26]([CH2:27][NH2:28])=[CH:25][C:24]=2[O:23]1.C(N(CC)CC)C>C(O)(C)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:28][CH2:27][C:26]1[CH:29]=[CH:30][C:31]2[O:32][CH2:22][O:23][C:24]=2[CH:25]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 227604894-Chloro-3-chlorosulfonylphenyl-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide

Product 1

HCID 227604984-[4-Chloro-3-(3,4-methylenedioxybenzylsulfamoyl)-phenyl]-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

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 2.4 g of 3,4-methylenedioxybenzyl amine and 3.5 g of triethyl amine and worked up. Colorless crystals from isopropanol, melting point: 131°-132° C. (decomposition).

Sources & evidence

ORD record
ord-124c85b9eb824843a5437fabed7b3972
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

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