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Water → 2-Chloro-4-[(4-methylphenyl)amino]-5-pyrimidinecarboxamide

HRID 1260394
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반응식

HRID 1260394 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[Cl:9][C:10]1[N:15]=[C:14](Cl)[C:13]([C:17]([NH2:19])=[O:18])=[CH:12][N:11]=1.C(N(CC)CC)C.O>CN(C=O)C>[Cl:9][C:10]1[N:15]=[C:14]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=2)[C:13]([C:17]([NH2:19])=[O:18])=[CH:12][N:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 7813p-ToluidineHCID 8471TriethylamineHCID 212230802,4-Dichloropyrimidine-5-carboxamide

생성물 1

HCID 585068162-Chloro-4-[(4-methylphenyl)amino]-5-pyrimidinecarboxamide수율 86.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매
2회

실험 절차

A solution of p-toluidine (46.9 g) in DMF (100 ml) was added dropwise to a solution of 2,4-dichloro-5-pyrimidinecarboxamide (80 g) and triethylamine (63.9 ml) in DMF (300 ml) with ice cooling. The mixture was stirred for 2 h allowing to warm to room temperature, then added to water (1 l) and stirred for 20 min. The slurry was filtered and the solid washed with water. The solid was suspended in a mixture of methanol (500 ml) and ether (500 ml), stirred for 20 min and filtered to give 2-chloro-4-[(4-methylphenyl)amino]-5-pyrimidinecarboxamide as pale yellow solid (94.2 g).

후처리

  1. stirringstirred for 20 min
  2. filtrationThe slurry was filtered
  3. washthe solid washed with water
  4. additionThe solid was suspended in a mixture of methanol (500 ml) and ether (500 ml)
  5. stirringstirred for 20 min
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-cc53bfdf19dd4c95a0495388805714e5
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08470835B2

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