Dibenzothiophene, 3,7-dinitro-, 5-oxide → Dibenzo[b,d]thiophene-3,7-diamine

HRID 1185781노트

반응식

HRID 1185781 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:11]3[CH:12]=[CH:13][C:14]([N+:16]([O-])=O)=[CH:15][C:10]=3[S:9](=O)[C:8]=2[CH:20]=1)([O-])=O>C(O)C.[Pd]>[CH:12]1[C:11]2[C:7]3[CH:6]=[CH:5][C:4]([NH2:1])=[CH:20][C:8]=3[S:9][C:10]=2[CH:15]=[C:14]([NH2:16])[CH:13]=1

참가 물질

4

반응물 1

HCID 15487214Dibenzothiophene, 3,7-dinitro-, 5-oxide

생성물 1

HCID 9990823Dibenzo[b,d]thiophene-3,7-diamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

Two batches of the above solid 3,7-dinitro-dibenzothiophene 5-oxide was hydrogenated at 45 psi in ethanol (250 mL for each batch) with 10% Pd on carbon (0.46 g each batch) for 2 hours. Two batches were combined and filtered through CELITE to give an orange solution. Hydrogen chloride gas was bubbled into the solution to form precipitate (at pH 1). The precipitate was filtered and washed with small amount of ethanol and dried on vacuum to give an orange solid Dibenzothiophene-3,7-diamine (2.46 g). LCMS-EST: calc'd for C12H10N2S: 214.29. Found: 215.0 (M+H+).

후처리

  1. customfor 2 hours
  2. filtrationfiltered through CELITE
  3. customto give an orange solution
  4. customHydrogen chloride gas was bubbled into the solution to form precipitate (at pH 1)
  5. filtrationThe precipitate was filtered
  6. washwashed with small amount of ethanol
  7. customdried on vacuum

출처 및 근거

ORD 기록
ord-46cba15c73914608980b9dced6f1a568
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669234B2

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