Ethyl Acetate → HCID 21386605, compound

HRID 1834221Notes

Reaction equation

HRID 1834221 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]([NH:16][C:17]1[S:18][NH:19][C:20]2[CH:26]=[C:25]([O:27][S:28]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=3)(=[O:30])=[O:29])[CH:24]=[CH:23][C:21]=2[N:22]=1)([O:14][CH3:15])=[O:13].C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>O1CCOCC1.O>[C:12]([NH:16][C:17]1[S:18](=[O:9])[NH:19][C:20]2[CH:26]=[C:25]([O:27][S:28]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:39])([F:40])[F:38])[CH:32]=3)(=[O:30])=[O:29])[CH:24]=[CH:23][C:21]=2[N:22]=1)([O:14][CH3:15])=[O:13]

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 21386599HCID 21386599, compound

Product 1

HCID 21386605HCID 21386605, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 240 mg of m-chloroperbenzoic acid in 10 ml of dioxan was introduced, while stirring, into a solution of 0.54 g of 3-carbomethoxyamino-7-(3-trifluoromethyl-phenylsulfonyloxy)-1H-2,1,4-benzothiadiazine in 50 ml of dioxan. The mixture was stirred for 15 minutes, then it was diluted with 100 ml of water, neutralized with sodium carbonate solution, and subsequently the whole was shaken with ethyl acetate. After washing out the ester extract with sodium chloride solution, the ester solution was strongly concentrated, and the separated 3-carbomethoxyamino-7-(3-trifluoromethyl-phenylsulfonyloxy)-1H-2,1,4-benzothiadiazine-S-oxide was isolated by way of filtration. The yield was 120 mg.

Workup

  1. washAfter washing out the ester
  2. extractionextract with sodium chloride solution
  3. concentrationthe ester solution was strongly concentrated

Sources & evidence

ORD record
ord-f38144fb5c1f41b3b0c900330676d3b1
Source dataset
uspto-grants-1978_01
Patent number
US04069325

Reaction notes

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