5-((4-Chlorobenzamido)methyl)thiophene-2-sulfonyl chloride → HCID 15342061, compound

HRID 232735Notes

Reaction equation

HRID 232735 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[Cl:9][C:10]1[CH:28]=[CH:27][C:13]([C:14]([NH:16][CH2:17][C:18]2[S:22][C:21]([S:23](Cl)(=[O:25])=[O:24])=[CH:20][CH:19]=2)=[O:15])=[CH:12][CH:11]=1>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:23]([C:21]1[S:22][C:18]([CH2:17][NH:16][C:14](=[O:15])[C:13]2[CH:27]=[CH:28][C:10]([Cl:9])=[CH:11][CH:12]=2)=[CH:19][CH:20]=1)(=[O:25])=[O:24]

Participants

3

Reactant 2

HCID 27357135-((4-Chlorobenzamido)methyl)thiophene-2-sulfonyl chlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 15342061HCID 15342061, compoundYield 27%

Procedure

N-(4-Bromo-3-methyl-5-isoxazolyl)-5-(4-chlorobenzamidomethyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2 from 5-amino-4-bromo-3-methylisoxazole and 5-(4-chlorobenzamidomethyl)thiophene-2-sulphonyl chloride in 27% yield. The crude product was passed through a silica gel column using hexanes/ethyl acetate as eluent. Purification was effected by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 210° C. (dec).

Workup

  1. customPurification
  2. customwas effected by recrystallization from ethyl acetate/hexanes
  3. customto give a crystalline solid, m.p. 210° C. (dec)

Sources & evidence

ORD record
ord-19b87612284a40abb7459990a36abdf4
Source dataset
uspto-grants-1997_01
Patent number
US05591761

Reaction notes

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