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Methylamine → HCID 69220139, 화합물

HRID 901933
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HRID 901933 반응식
[C:1]([C:3]1[C:8](=[O:9])[N:7]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([CH3:17])[CH:11]=2)[C:6]([C:18]2[CH:23]=[CH:22][C:21]([S:24][CH3:25])=[CH:20][CH:19]=2)=[N:5][C:4]=1SC)#[N:2].[CH3:28][NH2:29]>C(O)C>[C:1]([C:3]1[C:8](=[O:9])[N:7]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([CH3:17])[CH:11]=2)[C:6]([C:18]2[CH:23]=[CH:22][C:21]([S:24][CH3:25])=[CH:20][CH:19]=2)=[N:5][C:4]=1[NH:29][CH3:28])#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 68454150HCID 68454150, 화합물

생성물 1

HCID 69220139HCID 69220139, 화합물수율 38.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A suspension of 5-cyano-1-(3,4-dimethylphenyl)-4-(methylthio)-2-[4-(methylthio)phenyl]-6-oxo-1,6-dihydropyrimidine (1 g, 2.5 mmol) (prepared according to example 10) in ethanol (10 ml) with methylamine (0.16 g, 5 mmol) was refluxed for 3 hr. Then the reaction mass poured on to ice and the resulted solid filtered, washed thoroughly with water. The solid thus obtained was purified by column chromatography using ethyl acetate and hexane mixture as eluent to yield title compound (0.36 g, yield 38%, mp 199-205° C., purity 98.72% by HPLC). 1H-NMR (CDCl3):δ 2.19 (s, 3H), 2.22 (s, 3H), 2.44 (s, 3H), 3.17-3.18 (d, 3H), 5.73 (s, 1H, D2O exchangeable) 6.75-6.77 (d, 2H), 6.90 (s, 1H), 7.02-7.06 (m, 3H), 7.24-7.26 (d, 1H). IR (KBr) cm−1: 3280, 2920, 2207 (—CN), 1661 (—C═O). MS m/z:377.2 (M+).

후처리

  1. temperaturewas refluxed for 3 hr
  2. additionThen the reaction mass poured on to ice
  3. filtrationthe resulted solid filtered
  4. washwashed thoroughly with water
  5. customThe solid thus obtained
  6. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-484d925517094e6fb2258e6fe2dc9175
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07365069B2

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