Acetic Acid → 5-Chloroquinazoline-2,4-diol

HRID 2296705ノート

反応式

HRID 2296705 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:11])[C:7]=1[C:8](O)=[O:9].[OH-].[Na+].[O-:14][C:15]#[N:16].[Na+].C(O)(=O)C.Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:7]=1[C:8](=[O:9])[NH:16][C:15](=[O:14])[NH:11]2

参加物

7

反応物 5

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 750712-Amino-6-chlorobenzoic acidHCID 517096Sodium Cyanate

生成物 1

HCID 3340215-Chloroquinazoline-2,4-diol収率 72.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To a solution of 6-chloroanthranilic acid (1.72 g, 10 mmol) and NaOH (0.40 g, 10 mmol) in water (15 mL) was added sodium cyanate (0.72 g, 11 mmol), followed by acetic acid (0.66 g, 11 mmol). The solution was stirred for 9 h, and then acidified with conc. HCl. The precipitate was filtered off and washed with water. The wet solid was added to a solution of NaOH (8.0 g, 200 mmol) in water (60 mL) and stirred for 20 h. The precipitate was filtered off and suspended in water (80 mL), then heated to boiling and acidified with 50% H2SO4. The cooled mixture was filtered, the solid washed well with water and dried to give 5-chloroquinazolin-2,4-dione (1.42 g, 72%).

後処理

  1. filtrationThe precipitate was filtered off
  2. washwashed with water
  3. stirringstirred for 20 h
  4. filtrationThe precipitate was filtered off
  5. temperatureheated
  6. filtrationThe cooled mixture was filtered
  7. washthe solid washed well with water
  8. customdried

出典と根拠

ORDレコード
ord-6362e5534d684eeea0fd4930720a26aa
出典データセット
uspto-grants-2002_12
特許番号
US06489328B2

反応ノート

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