Allylamine → 4-(3-Allylsulfamoyl-4-chlorophenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

HRID 1703906Notes

Reaction equation

HRID 1703906 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]([NH2:25])[CH:23]=[CH2:24].C(N(CC)CC)C>C(O)C>[CH2:22]([NH:25][S:18]([C:4]1[CH:5]=[C:6]([C:9]2([OH:17])[CH2:13][S:12][C:11](=[N:14][CH3:15])[N:10]2[CH3:16])[CH:7]=[CH:8][C:3]=1[Cl:2])(=[O:20])=[O:19])[CH:23]=[CH2:24]

Participants

5

Reactant 3

HCID 7853AllylamineHCID 8471TriethylamineHCID 227604894-Chloro-3-chlorosulfonylphenyl-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide

Product 1

HCID 227604424-(3-Allylsulfamoyl-4-chlorophenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.7 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 1.5 g of allyl amine and 4 g of triethyl amine in 50 ml of ethanol and worked up. The water was decanted and the amorphous end product was crystallized under diethyl ether. Colorless solid body, melting point: 146° C. (decomposition).

Workup

  1. customThe water was decanted
  2. customthe amorphous end product was crystallized under diethyl ether

Sources & evidence

ORD record
ord-c4cc138abcbc4839bf58e9691276ba42
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

Loading…