Toluene → 4-chloro-N-methylbenzothiazolone

HRID 847803

反応式

HRID 847803 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.CI>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 1140TolueneHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 534006884-Chlorobenzothiazolone

生成物 1

HCID 696450104-chloro-N-methylbenzothiazolone収率 96%

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 (220 ml), and tetra-n-butylammonium bromide (0.48 g, 0.0015 mole) and toluene (80 ml) were added thereto. Methyl iodide (11.21 g, 0.075 mole) was added dropwise thereto at room temperature, and the mixture was stirred at room temperature for 30 minutes and then at 50° to 60° C. for 1 hour, followed by cooling and phase-separation. The toluene layer was washed once with water, and the solvent was removed under reduced pressure to obtain 9.58 g of 4-chloro-N-methylbenzothiazolone as pale yellow crystals. Yield 96.0%, purity 99.3%, m.p. 130°-132° C.

後処理

  1. additionwere added
  2. waitat 50° to 60° C. for 1 hour
  3. temperatureby cooling
  4. customphase-separation
  5. washThe toluene layer was washed once with water
  6. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-b81c8edefd514e0a93afb0a4c8545220
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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