Triethylamine → HCID 23003633, 화합물

HRID 396286

반응식

HRID 396286 반응식
[CH3:1][N:2]1[C:6]([C:7](O)=[O:8])=[CH:5][C:4]([CH3:10])=[N:3]1.C(N(CC)CC)C.C(OC(Cl)=O)C.[N-:24]=[N+:25]=[N-:26].[Na+]>CC(C)=O.O>[N:24]([C:7]([C:6]1[N:2]([CH3:1])[N:3]=[C:4]([CH3:10])[CH:5]=1)=[O:8])=[N+:25]=[N-:26]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 33557Sodium AzideHCID 5877211,3-Dimethyl-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 23003633HCID 23003633, 화합물수율 34.4%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

To a solution of 1,3-dimethylpyrazol-5-carboxylic acid (500 mg, 3.57 mmol) in a mixture of acetone (10 mL) and water (5 mL) was added triethylamine (0.75 mL, 7.13 mmol). The mixture was cooled to 0° C. in a ice-bath. Ethylchloroformate (774 mg, 7.13 mmol) was then added and the resulting mixture was stirred for 1.5 hours at 0° C. To the mixture was added sodium azide (0.844 g, 13.0 mmol), and the mixture was stirred for another 1.5 hours. The mixture was concentrated, the residue was diluted with dichloromethane and washed with water. The organic layer was dried over MgSO4 and concentrated to give desired product (203 mg, 34%). 1HNMR (CDCl3) (δ) 6.60 (s, 1H), 4.11 (s, 3H), 2.25 (s, 3H).

후처리

  1. stirringthe mixture was stirred for another 1.5 hours
  2. concentrationThe mixture was concentrated
  3. additionthe residue was diluted with dichloromethane
  4. washwashed with water
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0c121372242145d69e26687f1452137d
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608077B2

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