Hydrochloric Acid → 2-Chloromethyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

HRID 910197노트

반응식

HRID 910197 반응식
Cl.C(O[C:5]([C:7]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][S:9][C:8]=1[NH2:18])=[O:6])C.[Cl:19][CH2:20][C:21]#[N:22].C(=O)([O-])O.[Na+]>O1CCOCC1.O>[Cl:19][CH2:20][C:21]1[NH:22][C:5](=[O:6])[C:7]2[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:10][S:9][C:8]=2[N:18]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7856ChloroacetonitrileHCID 73242Ethyl 2-amino-4-phenylthiophene-3-carboxylateHCID 516892Sodium Bicarbonate

생성물 1

HCID 23741772-Chloromethyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one수율 66.8%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

Hydrogen chloride gas was bubbled through a stirred solution of 2-amino-4-phenylthiophene-3-carboxylic acid ethyl ester (4.94 g, 0.02 mol) and chloroacetonitrile (1.4 ml, 0.022 mol) in anhydrous 1,4-dioxane (60 ml) for about 4 hours. A thick suspension formed initially which slowly dissolved. The mixture was stirred at ambient temperature for 18 hours before being poured into water (250 ml) and basified (pH 8) by the addition of sodium hydrogen carbonate. The supernatant was then decanted to leave a gummy solid which was triturated with aqueous ethanol to give 2-chloromethyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one as a yellow solid (3.70 g), which was used without further purification.

후처리

  1. customA thick suspension formed initially which
  2. dissolutionslowly dissolved
  3. customThe supernatant was then decanted
  4. customto leave a gummy solid which
  5. customwas triturated with aqueous ethanol

출처 및 근거

ORD 기록
ord-11a41cd258654b6fa56b95d665d6651d
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022076B2

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