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Triethylamine → 5-Chloro-1-{[(1,2,5-thiadiazol-3-yl)methoxy]methyl}pyrimidin-2(1H)-one

HRID 1719243
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HRID 1719243 반응식
Cl[CH2:2][O:3][CH2:4][C:5]1[CH:9]=[N:8][S:7][N:6]=1.Cl.[Cl:11][C:12]1[CH:13]=[N:14][C:15](=[O:18])[NH:16][CH:17]=1.C(N(CC)CC)C>ClCCl>[S:7]1[N:8]=[CH:9][C:5]([CH2:4][O:3][CH2:2][N:16]2[CH:17]=[C:12]([Cl:11])[CH:13]=[N:14][C:15]2=[O:18])=[N:6]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 126485235-Chloropyrimidin-2-ol hydrochlorideHCID 202679333-[(Chloromethoxy)methyl]-1,2,5-thiadiazole

생성물 1

HCID 202679415-Chloro-1-{[(1,2,5-thiadiazol-3-yl)methoxy]methyl}pyrimidin-2(1H)-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
40 °C

실험 절차

3-(Chloromethyl)oxymethyl-1,2,5-thiadiazole (see Preparation 10) (0.18 mmol) in dichloromethane (1 ml) was added dropwise with stirring at room temperature to a solution of 5-chloropyrimidin-2-one hydrochloride (18 mmol) and triethylamine (0.36 mmol) in dichloromethane (3 ml). The mixture was stirred for 11/2 hours at 40° C. before the solvent was distilled off. The residue was triturated with water, extracted into chloroform and the dried (MgSO4) solution evaporated. Trituration of the residue with ether left the title compound in 20% (11 mg) yield, m.p. 106° C. 1H NMR (CDCl3): δ5.00 (CH2Het), 5.40 (OCH2), 7.73 and 8.47 (H-4, H-6, J 3 Hz), 8.50 (H-31).

후처리

  1. distillationwas distilled off
  2. customThe residue was triturated with water
  3. extractionextracted into chloroform
  4. dry with materialthe dried (MgSO4) solution
  5. customevaporated
  6. waitTrituration of the residue with ether left the title compound in 20% (11 mg)
  7. customyield

출처 및 근거

ORD 기록
ord-756a1ffcc1ea4771b3b408be02f6035e
출처 데이터셋
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04539324

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