Hydrochloric Acid → Oxcarbazepine

HRID 9716

반응식

HRID 9716 반응식
[Br-].[NH+]1C=CC=CC=1.C[O:9][C:10]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[NH:14][C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[CH:11]=1.[O:25]([C:27]#[N:28])[Na].Cl>C1(C)C=CC=CC=1.O>[CH:23]1[CH:22]=[CH:21][C:13]2[N:14]([C:27]([NH2:28])=[O:25])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:10](=[O:9])[CH2:11][C:12]=2[CH:24]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7842410-MethoxyiminostilbeneHCID 11309665Pyridinium bromideHCID 178418852HCID 178418852, 화합물

생성물 1

HCID 34312Oxcarbazepine수율 58%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
89 °C

실험 절차

The carbamoylation reaction was performed as in Example 1. After about 7–8 hours of stirring the carbamoylation reaction mixture (containing pyridinium bromide, 10-methoxy-5H-dibenz[b,f]azepine, water, toluene, and NaOCN) at room temperature (22° C.), the mixture was heated to 55–60° C., and 500 ml of 10% HCl was added drop-wise and carefully. The reaction mixture was warmed to reflux (89° C.) for 3–4 hours, and then worked up and purified as in Example 1. 32.8 g (58% yield) of crude oxcarbazepine was obtained. The crude afforded 24.9 g (44% overall yield) of pure oxcarbazepine.

후처리

  1. customThe carbamoylation reaction
  2. temperaturethe mixture was heated to 55–60° C.
  3. temperatureThe reaction mixture was warmed
  4. custompurified as in Example 1

출처 및 근거

ORD 기록
ord-5cb6d0f152d044ee8dc9a054a97d110f
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091339B2

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