Ethyl isocyanate → 6-[[(Ethylamino)carbonyl]-amino]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

HRID 1758487

반응식

HRID 1758487 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]([C:12]([OH:14])=[O:13])[C:5]2=[O:15].[CH2:16]([N:18]=[C:19]=[O:20])[CH3:17].C(N(CC)CC)C>CN(C)C=O>[CH2:16]([NH:18][C:19]([NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]([C:12]([OH:14])=[O:13])[C:5]2=[O:15])=[O:20])[CH3:17]

참가 물질

5

반응물 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 32812016-Amino-4-hydroxyquinoline-3-carboxylic acid

생성물 1

HCID 131063376-[[(Ethylamino)carbonyl]-amino]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 4.08 g (20 mmol) of 6-amino-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid [J. Pharm. Sci., 11, 1051 (1963)] 2.37 ml (30 mmol) of ethyl isocyanate, 2.8 ml (20 mmol) of triethylamine and 50 ml of dimethylformamide is stirred at room temperature overnight. The solution is evaporated to dryness and the residue is treated with 1 N hydrochloric acid. The solid is filtered to give 4.56 g of 6-[[(ethylamino)carbonyl]-amino]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, mp>320° C.

후처리

  1. customThe solution is evaporated to dryness
  2. additionthe residue is treated with 1 N hydrochloric acid
  3. filtrationThe solid is filtered

출처 및 근거

ORD 기록
ord-19a0b53de0654a1690ffa7d0681a309a
출처 데이터셋
uspto-grants-1983_02
특허 번호
US04374138

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