Epichlorohydrin → 2-(2-Hydroxy-3-chloropropyl)thio-5-chloropyrimidine

HRID 905215

반응식

HRID 905215 반응식
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[S:8])[NH:6][CH:7]=1.C(N(CC)CC)C.[CH2:16]([CH:18]1[O:20][CH2:19]1)[Cl:17]>ClCCl>[OH:20][CH:18]([CH2:16][Cl:17])[CH2:19][S:8][C:5]1[N:6]=[CH:7][C:2]([Cl:1])=[CH:3][N:4]=1

참가 물질

5

반응물 3

HCID 7835EpichlorohydrinHCID 8471TriethylamineHCID 71403455-Chloro-2(1H)-pyrimidinethione

생성물 1

HCID 204757112-(2-Hydroxy-3-chloropropyl)thio-5-chloropyrimidine수율 30%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 5-chloropyrimidine-2-thione (14 mmol) and triethylamine (14 mmol) was stirred together in dichloromethane (30 ml) for 5 min before epichlorohydrin (15 mmol) was added. The mixture was stirred at room temperature for 3 h, the solvent evaporated, the residue triturated with water, the insoluble material extracted with chloroform, the dried (MgSO4) chloroform solution evaporated and the residue crystallized from chloroform:pet. ether; yield 30%, m.p. 99° C. 1H NMR (acetone-d6): δ3.3-3.8 (2CH2, m) 3.9-4.4 (CH, m), 4.6-4.7 (OH), 8.59 (H-4, H-6).

후처리

  1. additionwas added
  2. customthe solvent evaporated
  3. customthe residue triturated with water
  4. extractionthe insoluble material extracted with chloroform
  5. dry with materialthe dried (MgSO4) chloroform solution
  6. customevaporated
  7. customthe residue crystallized from chloroform

출처 및 근거

ORD 기록
ord-009ebf054bff4e08ae8000ee73efa464
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04423047

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