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Thioglycolic Acid → 2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]-3H-pyrimido[5,4-b][1,4]thiazine-4,7(6H,8H)-dione

HRID 570716
ノート
印刷プレビュー

反応式

HRID 570716 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][CH3:10])[N:5]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]([F:22])([F:21])[F:20])=[CH:13][CH:12]=2)[C:4](=[O:23])[C:3]=1Br.[SH:25][CH2:26][C:27](O)=[O:28].C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[CH2:9]([S:8][C:6]1[N:5]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]([F:22])([F:21])[F:20])=[CH:13][CH:12]=2)[C:4](=[O:23])[C:3]2[S:25][CH2:26][C:27](=[O:28])[NH:1][C:2]=2[N:7]=1)[CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1133Thioglycolic AcidHCID 516892Sodium BicarbonateHCID 866853766-amino-5-bromo-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrimidin-4(3H)-one

生成物 1

HCID 866853752-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]-3H-pyrimido[5,4-b][1,4]thiazine-4,7(6H,8H)-dione

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 6-amino-5-bromo-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrimidin-4(3H)-one (0.1 g) and mercaptoacetic acid (0.168 mL) in toluene (2 mL) was stirred at 170° C. for 2 hr under microwave irradiation. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.04 g).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-431779a2f296488683e6be31d8997181
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09023858B2

反応ノート

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