1,1'-Carbonyldiimidazole → 3-Methoxy-4,5-dimethy-N-1H-tetrazol-5-yl-2-thiophenecarboxamide

HRID 621796노트

반응식

HRID 621796 반응식
C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:13][O:14][C:15]1[C:19]([CH3:20])=[C:18]([CH3:21])[S:17][C:16]=1[C:22]([OH:24])=O.[NH2:25][C:26]1[NH:30][N:29]=[N:28][N:27]=1>O1CCCC1>[CH3:13][O:14][C:15]1[C:19]([CH3:20])=[C:18]([CH3:21])[S:17][C:16]=1[C:22]([NH:25][C:26]1[NH:30][N:29]=[N:28][N:27]=1)=[O:24]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 13061858HCID 13061858, 화합물HCID 178509299HCID 178509299, 화합물

생성물 1

HCID 1784935763-Methoxy-4,5-dimethy-N-1H-tetrazol-5-yl-2-thiophenecarboxamide수율 72.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1,1'-Carbonyldiimidazole (4.1 g, 25 mmoles) is added to a solution of 3-methoxy-4,5-dimethyl-2-thiophenecarboxylic acid (4.5 g, 24 mmoles) in tetrahydrofuran (80 mL) under argon. The mixture is stirred and heated under reflux for 1.5 hours. 5-Aminotetrazole (2.0 g, 24 mmoles) is added and heating under reflux is continued for an additional 2.5 hours. The mixture is cooled, and the precipitate is filtered off, rinsed with tetrahydrofuran, dried, and stirred in 2N HCl. After 10 minutes the suspended solid is collected by filtration, rinsed with water and dried to afford the product (4.4 g); mp 229° C. (dec).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 1.5 hours
  3. temperatureheating
  4. temperatureunder reflux
  5. temperatureThe mixture is cooled
  6. filtrationthe precipitate is filtered off
  7. washrinsed with tetrahydrofuran
  8. customdried
  9. stirringstirred in 2N HCl
  10. filtrationAfter 10 minutes the suspended solid is collected by filtration
  11. washrinsed with water
  12. customdried

출처 및 근거

ORD 기록
ord-5941bea248584bf2a40073fb2af84824
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04824958

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