1,2-Dichloroethane → 4-chloro-N-methylbenzothiazolone

HRID 847806

반응식

HRID 847806 반응식
[Cl:1][C:2]1[C:7]2[N:8]=[CH:9][S:10](=[O:11])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:14](Cl)CCl.S(OC)(OC)(=O)=O>O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[C:7]2[N:8]([CH3:14])[CH2:9][S:10](=[O:11])[C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 534006884-Chlorobenzothiazolone

생성물 1

HCID 696450104-chloro-N-methylbenzothiazolone수율 93.9%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매

실험 절차

4-Chlorobenzothiazolone (9.28 g, 0.05 mole) was dissolved in a solution of sodium hydroxide (3.19 g, 0.075 mole) in water (500 ml), and tetra-n-butylammonium bromide (0.48 g, 0.0015 mole) and ethylene dichloride (300 ml) were added thereto. Dimethyl sulfate (9.40 g, 0.075 mole) was added dropwise thereto at room temperature, and the mixture was stirred at room temperature for 1 hour, followed by phase-separation. The ethylene dichloride layer was washed once with water, and the solvent was removed under reduced pressure to obtain 9.37 g of 4-chloro-N-methylbenzothiazolone as pale yellow crystals. Yield 93.9%, purity 98.7%, m.p. 130°-132° C.

후처리

  1. additionwere added
  2. customfollowed by phase-separation
  3. washThe ethylene dichloride layer was washed once with water
  4. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-5d1e1d871b804ddda12daf9877af0ddf
출처 데이터셋
uspto-grants-1981_10
특허 번호
US04293702

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