Aniline → 4-Chloro-2-methylsulfanyl-6-phenylamino-pyrimidine-5-carbonitrile

HRID 644778

반응식

HRID 644778 반응식
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([Cl:10])[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CCO.CCOCC>[Cl:10][C:6]1[C:7]([C:8]#[N:9])=[C:2]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=[C:4]([S:11][CH3:12])[N:5]=1

참가 물질

5

반응물 2

HCID 6115AnilineHCID 42016204,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile

생성물 1

HCID 35765124-Chloro-2-methylsulfanyl-6-phenylamino-pyrimidine-5-carbonitrile수율 59%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 3283Diethyl Ether용매

실험 절차

4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbonitrile [Santilli, et al., J. Heterocycl. Chem. 1971, 8, 445-453] (0.222 grams (hereinafter “g”), 1.0 millimoles (hereinafter “mmol”)) in EtOH (2 milliliters (hereinafter “mL”)) and Et2O (1 mL) was treated with aniline (184 microliter (hereinafter “uL”), 2.0 mmol) in EtOH (1 mL). A clear solution formed initially but rapidly formed a heavy precipitate. The mixture was stirred 30 minutes (hereinafter “min”) and was filtered, and the solid was washed with 1:1 Et2O, EtOH and then Et2O, dried to afford 162 miligrams (hereinafter “mg”) (59%) of the title compound as a white solid. LC MS m/e=277 (MH+), Rt=2.32 min.

후처리

  1. customA clear solution formed initially
  2. customrapidly formed a heavy precipitate
  3. filtrationwas filtered
  4. washthe solid was washed with 1:1 Et2O, EtOH
  5. dry with materialEt2O, dried

출처 및 근거

ORD 기록
ord-121a4b7cb55f4b64847d6c82d48e1707
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700768B2

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