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

HRID 905215ノート

反応式

HRID 905215 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-009ebf054bff4e08ae8000ee73efa464
出典データセット
uspto-grants-1983_12
特許番号
US04423047

反応ノート

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