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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Triethylamine → HCID 54606663, 화합물

HRID 1663096
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HRID 1663096 반응식
[OH:1][N:2]1C(=O)C2=CC=CC=C2C1=O.[Cl:13][CH2:14][C:15]1[N:16]=[C:17]([CH3:20])[S:18][CH:19]=1.C(N(CC)CC)C>CN(C=O)C>[ClH:13].[CH3:20][C:17]1[S:18][CH:19]=[C:15]([CH2:14][O:1][NH2:2])[N:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazole

생성물 1

HCID 54606663HCID 54606663, 화합물수율 66.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

N-Hydroxyphthalimide (15.2 g) was dissolved in DMF (120 ml) and 4-chloromethyl-2-methyl-thiazole (18.4 g) was added. The mixture was cooled in an ice bath and a solution of triethylamine (28.6 ml) in DMF (30 ml) was added drop-wise. The cooling bath was removed and the reaction mixture was stirred at room temperature for 3 days. The mixture was poured into water (600 ml) and the precipitated material was isolated by filtration washed with water and dried in vacuo. This phthalimide intermediate (21.4 g) was refluxed in ethanol (150 ml) containing n-butylamine (7.7 ml) for 2.5 hours. The mixture was cooled to room temperature and 4M hydrochloric acid in diethyl ether (25 ml) was added. The mixture was placed at 0-5° C. over night at the resulting precipitated material was isolated by filtration and washed with cold ethanol and diethyl ether, affording the title compound (11.2 g) as a white crystalline material. 13C-NMR (DMSO-d6) δ 166.85, 147.15, 121.35, 70.03, 18.37.

후처리

  1. temperatureThe mixture was cooled in an ice bath
  2. customThe cooling bath was removed
  3. additionThe mixture was poured into water (600 ml)
  4. customthe precipitated material was isolated by filtration
  5. washwashed with water
  6. customdried in vacuo
  7. temperatureThis phthalimide intermediate (21.4 g) was refluxed in ethanol (150 ml)
  8. additioncontaining n-butylamine (7.7 ml) for 2.5 hours
  9. temperatureThe mixture was cooled to room temperature
  10. addition4M hydrochloric acid in diethyl ether (25 ml) was added
  11. waitThe mixture was placed at 0-5° C. over night at the resulting
  12. customprecipitated material
  13. customwas isolated by filtration
  14. washwashed with cold ethanol and diethyl ether

출처 및 근거

ORD 기록
ord-03c38a2025d449be8ae03836582dd9db
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08034811B2

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