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Nitric Acid → Ethyl 2-iodo-4-(trifluoromethyl)-5-thiazolecarboxylate

HRID 279747
ノート
印刷プレビュー

反応式

HRID 279747 の反応式
N[C:2]1[S:3][C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.P(=O)(O)(O)O.[N+]([O-])(O)=O.N([O-])=O.[Na+].[I-:29].[K+]>O>[I:29][C:2]1[S:3][C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 944Nitric AcidHCID 1004Phosphoric AcidHCID 4875Potassium IodideHCID 676565-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl esterHCID 23668193Sodium Nitrite

生成物 1

HCID 13593392Ethyl 2-iodo-4-(trifluoromethyl)-5-thiazolecarboxylate収率 25.7%

試薬・触媒・溶媒

1
HCID 962Water溶媒2 回

実験手順

To a cold (-5° C.) solution of 4.0 g (0.0166 mole) of ethyl 2-amino-4trifluoromethyl-5-thiazolecarboxylate, prepared according to U.S. Pat. No. 2,726,237, in 30 ml. of 85% phosphoric acid and 30 ml. of 70% nitric acid was added a solution of 1.26 g (0.0166 mole) of sodium nitrite in 10 ml. of water in 10 minutes. The reaction mixture was stirred for 10 minutes and poured into a solution of 10 g of potassium iodide in 100 ml. of water. The reaction mixture was stirred overnight and extracted with ether. The ether solution was dried and concentrated and the residue was chromatographed on silica gel to give 1.5 g of the desired product, m.p. 75°-76° C.

後処理

  1. stirringThe reaction mixture was stirred overnight
  2. extractionextracted with ether
  3. dry with materialThe ether solution was dried
  4. concentrationconcentrated
  5. customthe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-86f4d5e582f24b94b6709ab592ac9bf3
出典データセット
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04586948

反応ノート

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