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Formaldehyde → 3-(3-Dimethylcarbamoyl-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole

HRID 385111
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HRID 385111 반응식
[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.[CH3:20][N:21]([CH3:39])[C:22]([C:24]1[CH:25]=[C:26]([CH:30]=[C:31]([C:35]([F:38])([F:37])[F:36])[C:32]=1[O:33][CH3:34])[C:27](Cl)=[O:28])=[O:23]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH3:39][N:21]([CH3:20])[C:22]([C:24]1[CH:25]=[C:26]([CH:30]=[C:31]([C:35]([F:36])([F:38])[F:37])[C:32]=1[O:33][CH3:34])[C:27]([N:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][CH2:2]1)=[O:28])=[O:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 87132-AminothiophenolHCID 96588BenzothiazolineHCID 866681743-Dimethylcarbamoyl-4-methoxy-5-trifluoromethylbenzoyl chloride

생성물 1

HCID 681087933-(3-Dimethylcarbamoyl-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole

시약·촉매·용매 2

HCID 6212
Chloroform
용매
HCID 8471Triethylamine용매

실험 절차

2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (214 mg) and 37% formalin (0.14 mL) in the same manner as in Example 1 was dissolved in chloroform (4 mL), and triethylamine (0.47 mL) and 3-dimethylcarbamoyl-4-methoxy-5-trifluoromethylbenzoyl chloride were added to the solution, and then the mixture was stirred at room temperature for 1 hour. 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 (g).

후처리

  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 (g)

출처 및 근거

ORD 기록
ord-23f7dd08c3ae49518d72d25143e9b4e8
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367843B2

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