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

HRID 1760739노트

반응식

HRID 1760739 반응식
[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

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 750712-Amino-6-chlorobenzoic acidHCID 517096Sodium Cyanate

생성물 1

HCID 3340215-Chloroquinazoline-2,4-diol수율 72.2%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-827ee22c89bd4717bbe181519ba161e4
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06844435B2

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