4-(2-Methyl-1,3-thiazol-4-yl)benzene-1-sulfonyl chloride → HCID 67155481, compound

HRID 389682Notes

Reaction equation

HRID 389682 reaction equation
Cl.Cl.[NH2:3][C@H:4]([C:15]([N:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)=[O:16])[CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([Cl:14])=[CH:12][CH:13]=1)=[O:8].[CH3:24][C:25]1[S:26][CH:27]=[C:28]([C:30]2[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=2)[N:29]=1>C(Cl)Cl>[ClH:14].[CH3:23][N:20]1[CH2:19][CH2:18][N:17]([C:15](=[O:16])[C@@H:4]([NH:3][S:36]([C:33]2[CH:34]=[CH:35][C:30]([C:28]3[N:29]=[C:25]([CH3:24])[S:26][CH:27]=3)=[CH:31][CH:32]=2)(=[O:37])=[O:38])[CH2:5][NH:6][C:7]([C:9]2[S:10][C:11]([Cl:14])=[CH:12][CH:13]=2)=[O:8])[CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 185257484-(2-Methyl-1,3-thiazol-4-yl)benzene-1-sulfonyl chlorideHCID 67155300HCID 67155300, compound

Product 1

HCID 67155481HCID 67155481, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Intermediate 90 (0.2 g, 0.5 mmol) was dissolved in 10 ml DCM and TEA (0.35 ml, 2.5 mmol). Commercially available 4-(2-Methyl-thiazol-4-yl)-benzenesulfonyl chloride (130 mg, 0.47 mmol) in 5 ml DCM was slowly added at 0° C. and the reaction was stirred for 16 h. Then the solution was evaporated to dryness and purified by silica gel chromatography. The compound was dissolved in DCM, HCl (2 M in diethyl ether (500 ml)) was added and the solvents were evaporated to dryness.

Workup

  1. customThen the solution was evaporated to dryness
  2. custompurified by silica gel chromatography
  3. dissolutionThe compound was dissolved in DCM
  4. additionHCl (2 M in diethyl ether (500 ml)) was added
  5. customthe solvents were evaporated to dryness

Sources & evidence

ORD record
ord-75f0600de45f44cba7dd488a4c973132
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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