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

HRID 1758487

反応式

HRID 1758487 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-19a0b53de0654a1690ffa7d0681a309a
出典データセット
uspto-grants-1983_02
特許番号
US04374138

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