Triethylamine → HCID 178504983, compound

HRID 1767640Notes

Reaction equation

HRID 1767640 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]=[C:7]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[NH:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29]>C1COCC1>[CH3:27][S:28]([NH:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]=[C:7]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[NH:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1)(=[O:30])=[O:29]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178507263HCID 178507263, compound

Product 1

HCID 178504983HCID 178504983, compoundYield 16.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 7-amino-3-cyclohexyl-1,2-dihydro-1,2,4-benzothiadiazine-1,1-dioxide (1 g; 3.6 mmol) and triethylamine (1.2 ml; 8 mmol) in dry THF (25 ml) was added methanesulfonylchloride (0.6 ml; 8 mmol) and stirred at rt. for 2 h. The reaction mixture was evaporated to dryness, resuspended in H2O/EtOAc and filtered. The filtrate was adsorbed onto silica gel. Column chromatography (CH2Cl2:acetone=9:1) gave 210 mg of product.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. filtrationfiltered

Sources & evidence

ORD record
ord-d068b404d0ba429b96d08556a7fe725e
Source dataset
uspto-grants-2007_06
Patent number
US07235548B2

Reaction notes

Loading…