Toluene → 4-chloro-N-methylbenzothiazolone

HRID 847805

反応式

HRID 847805 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+].[C:14]1(C)C=CC=CC=1.S(OC)(OC)(=O)=O>O.[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[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 1140TolueneHCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 534006884-Chlorobenzothiazolone

生成物 1

HCID 696450104-chloro-N-methylbenzothiazolone収率 90.3%

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride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 (220 ml), and benzyltriethylammonium chloride (0.34 g, 0.0015 mole) and toluene (80 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 4 hours, followed by phase-separation. The toluene layer was washed once with water, and the solvent was removed under reduced pressure to obtain 8.97 g of 4-chloro-N-methylbenzothiazolone as pale yellow crystals. Yield 90.3%, purity 96.7%, m.p. 129°-131° C.

後処理

  1. additionwere added
  2. customfollowed by phase-separation
  3. washThe toluene 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-d646ea01e9074c4ab6ceb304c2449f60
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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