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

HRID 461189Notes

Reaction equation

HRID 461189 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].[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][NH2:29]>C(N(CC)CC)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:29][CH2:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=1

Participants

4

Reactant 2

HCID 195092-PyridinemethanamineHCID 227604894-Chloro-3-chlorosulfonylphenyl-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide

Product 1

HCID 227605404-[4-Chloro-3-(2-picolylsulfamoyl)-phenyl]-3-methyl-2-methylimino-1,3-thiazolidine-4-ol

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

8.8 g of 4-(4-chloro-3-chlorosulfonylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide were reacted with 3.0 g of 2-picolyl amine and 5 g of triethyl amine as prescribed in Example 76 and the end product precipitating as crystals was filtered off. Melting point: 166° C (decomposition).

Workup

  1. customthe end product precipitating as crystals
  2. filtrationwas filtered off

Sources & evidence

ORD record
ord-44c3ab0643b44b2f912231ba9939241f
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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