1-Amino-2-methylanthraquinone → 1-Amino-4-bromo-2-methylanthraquinone

HRID 1277816

반응식

HRID 1277816 반응식
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:18].[Br:19]Br>CC(O)=O>[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([Br:19])=[CH:4][C:3]=1[CH3:18]

참가 물질

4

반응물 2

HCID 67021-Amino-2-methylanthraquinoneHCID 24408Bromine

생성물 1

HCID 664801-Amino-4-bromo-2-methylanthraquinone수율 90%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
40 °C

실험 절차

1-amino-2-methylanthraquinone (300 g) is slurried with 1500 ml of HOAc in a 5-liter flask. The temperature is raised to 40° C. Neat bromine (405 g) is added over 21/2 hours with stirring at 40°-50° C. The mixture is stirred for 20 additional minutes and filtered. The solids so recovered are washed with HOAc and water and sucked dry with an aspirator and transferred to a reaction flask along with 150 g of NaHSO3 and 1.5 liters of water. The mixture is gradually heated to 90° C. (over two hours) with stirring to give 1-amino-2-methyl-4-bromoanthraquinone as a solid which is recovered from the reaction mixture by filtration in 90% yield, rinsed with water and dried overnight at 155° C. and 1 mm Hg absolute vacuum.

후처리

  1. stirringThe mixture is stirred for 20 additional minutes
  2. filtrationfiltered
  3. customThe solids so recovered
  4. washare washed with HOAc and water
  5. customsucked dry with an aspirator
  6. customtransferred to a reaction flask along with 150 g of NaHSO3 and 1.5 liters of water
  7. temperatureThe mixture is gradually heated to 90° C. (over two hours)
  8. stirringwith stirring

출처 및 근거

ORD 기록
ord-708e23c7583b46fb92e2aef65574d891
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04279662

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