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

HRID 2401480ノート

反応式

HRID 2401480 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d6881cacb0af447fb28bdcca83c9e48c
出典データセット
uspto-grants-2014_08
特許番号
US08796296B2

反応ノート

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