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Carbon Disulfide → 3-{2-[(2-Hydroxyethyl)sulfanyl]ethyl}-4-methyl-1,3-thiazole-2(3H)-thione

HRID 1583273
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HRID 1583273 반응식
[OH:1][CH2:2][CH2:3][S:4][CH2:5][CH2:6][NH2:7].C(N(CC)CC)C.[C:15](=[S:17])=[S:16].Cl[CH2:19][C:20](=O)[CH3:21]>C(O)C>[OH:1][CH2:2][CH2:3][S:4][CH2:5][CH2:6][N:7]1[C:20]([CH3:21])=[CH:19][S:16][C:15]1=[S:17]
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참가 물질

6

반응물 4

HCID 6348Carbon DisulfideHCID 6571ChloroacetoneHCID 8471TriethylamineHCID 904572-((2-Aminoethyl)thio)ethanol

생성물 1

HCID 202603033-{2-[(2-Hydroxyethyl)sulfanyl]ethyl}-4-methyl-1,3-thiazole-2(3H)-thione

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

In 500 ml of ethanol, 24.2 g of (2) and 24.7 ml of triethylamine were dissolved and cooled to 0° C. Thereto, 16.8 g of carbon disulfide was added dropwise. The resulting mixture was allowed to stand for 2 hours at a room temperature and further, for an additional 30 minutes at 50° C. to conduct the reaction. Then, the reaction mixture was cooled to 0° C. again. Thereto, 19.4 g of chloroacetone was added dropwise. The reaction was run by keeping the temperature of the reactionsystem at a room temperature for 1 hour and further, at 40° C. for an additional 2 hours. At the conclusion of the reaction, the solvent was removed by distillation under reduced pressure, and water was added to the residue. The reaction product was extracted with ethyl acetate, washed with water three times, and dried over anhydrous sodium sulfate. Upon the removal of ethyl acetate from the extract by distillation, (1) was obtained as an oily sub stance.

후처리

  1. waitfurther, for an additional 30 minutes at 50° C. to conduct
  2. customthe reaction
  3. temperatureThen, the reaction mixture was cooled to 0° C. again
  4. customat a room temperature
  5. customfor 1 hour
  6. waitfurther, at 40° C. for an additional 2 hours
  7. customAt the conclusion of the reaction
  8. customthe solvent was removed by distillation under reduced pressure, and water
  9. additionwas added to the residue
  10. extractionThe reaction product was extracted with ethyl acetate
  11. washwashed with water three times
  12. dry with materialdried over anhydrous sodium sulfate
  13. customUpon the removal of ethyl acetate from the
  14. extractionextract by distillation

출처 및 근거

ORD 기록
ord-33c03bfc644b4b1c85cfe0d37875d43b
출처 데이터셋
uspto-grants-1985_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04551419

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