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Trifluoroacetic acid → 2-amino-N-(4-p-tolylthiazol-2-yl)thiazole-5-carboxamide

HRID 1188137
ノート
印刷プレビュー

反応式

HRID 1188137 の反応式
C(O)(C(F)(F)F)=O.[C:8]1([CH3:35])[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]([NH:19][C:20]([C:22]3[S:26][C:25]([NH:27]C(=O)OC(C)(C)C)=[N:24][CH:23]=3)=[O:21])[S:17][CH:18]=2)=[CH:10][CH:9]=1>C(Cl)(Cl)Cl>[NH2:27][C:25]1[S:26][C:22]([C:20]([NH:19][C:16]2[S:17][CH:18]=[C:14]([C:11]3[CH:12]=[CH:13][C:8]([CH3:35])=[CH:9][CH:10]=3)[N:15]=2)=[O:21])=[CH:23][N:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86643475Tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate

生成物 1

HCID 594087592-amino-N-(4-p-tolylthiazol-2-yl)thiazole-5-carboxamide収率 67%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

TFA (0.100 mL) was added to a solution of tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate (80 mg, 0.19 mmol) in CHCl3 (1 mL). The resulting solution was stirred at RT overnight. Then the solvents were evaporated and the crude product was dissolved in H2O. After neutralization with NaHCO3 saturated aqueous solution, it was extracted with AcOEt, dried and concentrated. Purification by column chromatography (100% AcOEt) yielded 2-amino-N-(4-p-tolylthiazol-2-yl)thiazole-5-carboxamide (40 mg, 67%) as a white solid.

後処理

  1. customThen the solvents were evaporated
  2. dissolutionthe crude product was dissolved in H2O
  3. extractionAfter neutralization with NaHCO3 saturated aqueous solution, it was extracted with AcOEt
  4. customdried
  5. concentrationconcentrated
  6. customPurification by column chromatography (100% AcOEt)

出典と根拠

ORDレコード
ord-25607bf9fc20440aa32123cae8a9dd31
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08673940B2

反応ノート

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