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

HRID 279747

반응식

HRID 279747 반응식
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

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-86f4d5e582f24b94b6709ab592ac9bf3
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04586948

연결된 노트

불러오는 중…