Formaldehyde → 3-(3-Cyano-4-methoxy-5-trifluoromethoxybenzoyl)-2,3-dihydro-1,3-benzothiazole

HRID 385146ノート

反応式

HRID 385146 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH2:2]1.NC1C=CC=CC=1S.C=O.[C:20]([C:22]1[CH:23]=[C:24]([CH:28]=[C:29]([O:33][C:34]([F:37])([F:36])[F:35])[C:30]=1[O:31][CH3:32])[C:25](Cl)=[O:26])#[N:21]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[C:20]([C:22]1[CH:23]=[C:24]([CH:28]=[C:29]([O:33][C:34]([F:35])([F:36])[F:37])[C:30]=1[O:31][CH3:32])[C:25]([N:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][CH2:2]1)=[O:26])#[N:21]

参加物

7

反応物 4

HCID 712FormaldehydeHCID 87132-AminothiophenolHCID 96588BenzothiazolineHCID 866681833-Cyano-4-methoxy-5-trifluoromethoxybenzoyl chloride

生成物 1

HCID 681095833-(3-Cyano-4-methoxy-5-trifluoromethoxybenzoyl)-2,3-dihydro-1,3-benzothiazole

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (359 mg) and 37% formalin (0.24 mL) in the same manner as in Example 1 was dissolved in chloroform (10 mL), and triethylamine (0.80 mL) and 3-cyano-4-methoxy-5-trifluoromethoxybenzoyl chloride were added to the solution, and then the mixture was stirred at room temperature for 17 hours. The solvent was distilled off under reduced pressure and water was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was used for the synthesis of (j).

後処理

  1. distillationThe solvent was distilled off under reduced pressure and water
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe obtained residue was used for the synthesis of (j)

出典と根拠

ORDレコード
ord-43edb84109e443a6af6acbfc0a1953fc
出典データセット
uspto-grants-2013_02
特許番号
US08367843B2

反応ノート

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