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

HRID 847806

反応式

HRID 847806 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 696450104-chloro-N-methylbenzothiazolone収率 93.9%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5d1e1d871b804ddda12daf9877af0ddf
出典データセット
uspto-grants-1981_10
特許番号
US04293702

関連ノート

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