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

HRID 910197ノート

反応式

HRID 910197 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11a41cd258654b6fa56b95d665d6651d
出典データセット
uspto-grants-2011_09
特許番号
US08022076B2

反応ノート

読み込み中…