Acetic Acid → HCID 87294675、化合物

HRID 872658

反応式

HRID 872658 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1.[OH:11][CH:12]([CH3:16])[C:13](=O)[CH3:14].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+]>ClCCCl>[OH:11][CH:12]([CH3:16])[CH:13]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1)[CH3:14]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 179AcetoinHCID 516892Sodium BicarbonateHCID 840099Methyl 2-amino-1,3-thiazole-4-carboxylateHCID 5049666Sodium triacetoxyborohydride2 回

生成物 1

HCID 87294675HCID 87294675、化合物収率 68.1%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

Methyl 2-aminothiazole-4-carboxylate (1.0, 6.32 mmol), 3-hydroxy-2-butanone (1.045 ml, 12.01 mmol) and acetic acid (2.278 g, 37.9 mmol) were dissolved in 1,2-dichloroethane. Sodium triacetoxy borohydride (3.75 g, 17.70 mmol) was added and the reaction mixture was stirred overnight. Sodium triacetoxy borohydride (3.1 g) was added in two portions and the reaction mixture was stirred over two nights. 1M NaHCO3 was added slowly and mixture was extracted twice with DCM. DCM phase was dried and evaporated to afford 68.1% of the title product. m/z [230.3+1].

後処理

  1. stirringthe reaction mixture was stirred over two nights
  2. extractionmixture was extracted twice with DCM
  3. dry with materialDCM phase was dried
  4. customevaporated

出典と根拠

ORDレコード
ord-a6bd3f90f4be4c78ba629aeef51036c1
出典データセット
uspto-grants-2015_03
特許番号
US08975254B2

関連ノート

読み込み中…