Thionyl Chloride → 2-Chloromethyl-3-triphenylmethylthiopyridine hydrochloride

HRID 2085992

반응식

HRID 2085992 반응식
O[CH2:2][C:3]1[C:8]([S:9][C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=[CH:5][N:4]=1.S(Cl)([Cl:31])=O>CN(C)C=O>[ClH:31].[Cl:31][CH2:2][C:3]1[C:8]([S:9][C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=[CH:5][N:4]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 99080472-Hydroxymethyl-3-triphenylmethylthiopyridine

생성물 1

HCID 98459692-Chloromethyl-3-triphenylmethylthiopyridine hydrochloride수율 111.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
2 °C

실험 절차

A thick suspension of 2-hydroxymethyl-3-triphenylmethylthiopyridine (90.3 g, 235 mmol) in N,N-dimethylformamide (270 mL) in a flask equipped with efficient mechanical stirring was chilled to 2° C. Thionyl chloride (25.8 mL, 354 mmol) was added in 5 mL portions over the period of 1 h while maintaining a temperature below 10° C. After completing the addition the reaction mixture was allowed to reach room temperature and was stirred for 30 min. The precipitate was filtered, washed with ethyl acetate (500 mL) and dried to give 86.7 g (84%) 2-chloromethyl-3-triphenylmethylthiopyridine hydrochloride as colorless crystals.

후처리

  1. customequipped with efficient
  2. temperaturewhile maintaining a temperature below 10° C
  3. additionthe addition the reaction mixture
  4. customto reach room temperature
  5. stirringwas stirred for 30 min
  6. filtrationThe precipitate was filtered
  7. washwashed with ethyl acetate (500 mL)
  8. customdried

출처 및 근거

ORD 기록
ord-ed4386c655034ee58cd48866a7e3d073
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06723716B1

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