Stannous Chloride → 7-Amino-6-methoxy-2,2,4-trimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one

HRID 2401480노트

반응식

HRID 2401480 반응식
[CH3:1][O:2][C:3]1[C:16]([N+:17]([O-])=O)=[CH:15][C:6]2[O:7][C:8]([CH3:14])([CH3:13])[C:9](=[O:12])[N:10]([CH3:11])[C:5]=2[CH:4]=1.[Sn](Cl)Cl>C(O)C>[NH2:17][C:16]1[C:3]([O:2][CH3:1])=[CH:4][C:5]2[N:10]([CH3:11])[C:9](=[O:12])[C:8]([CH3:14])([CH3:13])[O:7][C:6]=2[CH:15]=1

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 866879356-Methoxy-2,2,4-trimethyl-7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one

생성물 1

HCID 866879347-Amino-6-methoxy-2,2,4-trimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one수율 99.1%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

6-Methoxy-2,2,4-trimethyl-7-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one (250 mg, 0.94 mmol) was stirred in ethanol (15 mL) then tin (II) chloride was added. The reaction was heated to 80° C. with stirring for 2 h. The volatiles were removed under reduced pressure and the residue was slurried with 2M sodium hydroxide aqueous solution. The aqueous was extracted with ethyl acetate and the combined organic extracts were passed through a phase separation cartridge and evaporated, to afford a brown crystalline solid (220 mg, 99%) which was taken through to the next step with no further purification.

후처리

  1. customThe volatiles were removed under reduced pressure
  2. extractionThe aqueous was extracted with ethyl acetate
  3. customthe combined organic extracts were passed through a phase separation cartridge
  4. customevaporated

출처 및 근거

ORD 기록
ord-d6881cacb0af447fb28bdcca83c9e48c
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796296B2

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