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

HRID 621796ノート

反応式

HRID 621796 の反応式
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]

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 13061858HCID 13061858、化合物HCID 178509299HCID 178509299、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5941bea248584bf2a40073fb2af84824
出典データセット
uspto-grants-1989_04
特許番号
US04824958

反応ノート

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