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

HRID 644778ノート

反応式

HRID 644778 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-121a4b7cb55f4b64847d6c82d48e1707
出典データセット
uspto-grants-2010_04
特許番号
US07700768B2

反応ノート

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