1,1'-Carbonyldiimidazole → 3-Bromonaphthalene-1-carboxamide

HRID 2383331노트

반응식

HRID 2383331 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:12]([OH:14])=O)[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C(N1C=CN=C1)([N:17]1C=CN=C1)=O.O.N>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:12]([NH2:17])=[O:14])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 117086093-Bromonaphthalene-1-carboxylic acidHCID 12896473Azane;hydrate

생성물 1

HCID 536028333-Bromonaphthalene-1-carboxamide수율 93.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-bromonaphthalene-1-carboxylic acid (0.30 g) in tetrahydrofuran (3 mL) was added 1,1′-carbonyldiimidazole (0.29 g) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. To this reaction mixture was added ammonia water (1.0 mL, 28% aqueous solution), and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was stirred at room temperature for 15 minutes. The precipitated solid was collected by filtration. The obtained solid was washed with water and 1 mol/L hydrochloric acid, and dried to give 3-bromonaphthalene-1-carboxylic amide (0.28 g).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 4 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionTo the residue was added water
  5. stirringthe mixture was stirred at room temperature for 15 minutes
  6. filtrationThe precipitated solid was collected by filtration
  7. washThe obtained solid was washed with water and 1 mol/L hydrochloric acid
  8. customdried

출처 및 근거

ORD 기록
ord-d563448ea5aa4e85b08751c7f2ec61a2
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263622B2

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