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Aniline → HCID 86756051, 화합물

HRID 1280590
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HRID 1280590 반응식
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[S:9])=[CH:6][N:5]=[C:4]([CH3:13])[N:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C>[C:15]1([NH:14][C:2]2[C:7]([C:8]([O:10][CH2:11][CH3:12])=[S:9])=[CH:6][N:5]=[C:4]([CH3:13])[N:3]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6115AnilineHCID 53249641Ethyl 4-chloro-2-methylthio-pyrimidine-5-carboxylate

생성물 1

HCID 86756051HCID 86756051, 화합물수율 80.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate (15 g, 64.5 mmol) and aniline (12 mL, 132 mmol) in 200 mL of acetonitrile was stirred at room temperature for 24 hours. The mixture was then evaporated and ethyl acetate and 2M aqueous hydrochloric acid were added to the residue. The phases were separated and the organic phase was washed with aqueous hydrochloric acid, dried over sodium sulfate, filtered and evaporated. The resulting solid was purified by trituation with 1:3 ether/hexanes to give 14.2 g (64%) of ethyl 4-phenylamino-2-methylthio-pyrimidine-5-carboxylate as a white solid, mp 88.2-88.7° C.

후처리

  1. customThe mixture was then evaporated
  2. additionethyl acetate and 2M aqueous hydrochloric acid were added to the residue
  3. customThe phases were separated
  4. washthe organic phase was washed with aqueous hydrochloric acid
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe resulting solid was purified by trituation with 1:3 ether/hexanes

출처 및 근거

ORD 기록
ord-5e3ed3c7e9034301887b8c2fc352dff9
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06451804B1

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