Ammonia → 5-Nitroisoquinoline-4-carboxylic acid

HRID 972378ノート

反応式

HRID 972378 の反応式
[N+:1]([O-:4])([O-])=[O:2].[K+].[C:6]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[N:11][CH:10]=1)([OH:8])=[O:7].N>S(=O)(=O)(O)O>[C:6]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[N+:1]([O-:4])=[O:2])[CH:12]=[N:11][CH:10]=1)([OH:8])=[O:7]

参加物

5

反応物 3

HCID 222AmmoniaHCID 24434Potassium NitrateHCID 459768Isoquinoline-4-carboxylic acid

生成物 1

HCID 227500955-Nitroisoquinoline-4-carboxylic acid収率 77.9%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

実験手順

A nitrating mixture obtained by dissolving potassium nitrate (94 g.) in concentrated sulphuric acid (d= 1.83) (750 cc.) is added dropwise, over the course of 1 hour, to a solution of 4-carboxy-isoquinoline (146.8 g.) in concentrated sulphuric acid (d= 1.83) (880 cc.). The solution obtained is kept at a temperature of about 20° C. for 16 hours and is then poured onto ice (18 kg.). Ammonia (11 N) (5.5 liters) is added gradually, whilst stirring and keeping the temperature of the mixture at between 15° and 20° C. The yellow precipitate which has appeared is filtered off, washed with water (800 cc. in total) and then dried. 4-Carboxy-5-nitro-isoquinoline (144 g.) melting at 285° is thus obtained.

後処理

  1. customA nitrating mixture obtained
  2. customThe solution obtained
  3. additionis then poured onto ice (18 kg.)
  4. customat between 15° and 20° C
  5. filtrationThe yellow precipitate which has appeared is filtered off
  6. washwashed with water (800 cc. in total)
  7. customdried

出典と根拠

ORDレコード
ord-559df437f59e40f0b9bc927c367b7cc1
出典データセット
uspto-grants-1977_10
特許番号
US04053300

反応ノート

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