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

HRID 428386노트

반응식

HRID 428386 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6568ea1eceaf43a0b23751c7c2c7c43b
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313295B1

반응 노트

불러오는 중…