Acetic Acid → 5-Amino-3-(6-methoxy-m-tolyl)-1,2-benzisothiazole

HRID 277355ノート

反応式

HRID 277355 の反応式
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][C:6]([C:10]2[C:14]3[CH:15]=[C:16]([N+:19]([O-])=O)[CH:17]=[CH:18][C:13]=3[S:12][N:11]=2)=[CH:5][CH:4]=1.C(O)(=O)C>[Fe].C(OCC)(=O)C>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]2[S:12][N:11]=[C:10]([C:6]3[CH:7]=[C:8]([CH3:9])[C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[C:14]=2[CH:15]=1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 698321503-(6-Methoxy-m-tolyl)-5-nitro-1,2-benzisothiazole

生成物 1

HCID 698320455-Amino-3-(6-methoxy-m-tolyl)-1,2-benzisothiazole収率 98.1%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
65 °C

実験手順

A mixture of 3-(6-methoxy-m-tolyl)-5-nitro-1,2-benzisothiazole (63.0 g, 0.210 mol), 5% acetic acid (1.52 L, 1.21 mol) and ethyl acetate (975 mL) is heated to 65° C., treated portionwise with iron powder (58.6 g, 1.05 mol), stirred at 65° C., and filtered through quartz filter paper. The filtrate phases are separated and the aqueous phase is extracted with ethyl acetate. The organic phase and extracts are combined, washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain the title product as an orange oil (55.7 g, 98.1%) which is identified by NMR spectral analyses.

後処理

  1. filtrationfiltered through quartz
  2. filtrationfilter paper
  3. customThe filtrate phases are separated
  4. extractionthe aqueous phase is extracted with ethyl acetate
  5. washwashed sequentially with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6600d888a400496c980450e7f345ea9e
出典データセット
uspto-grants-2002_03
特許番号
US06355796B1

反応ノート

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