Sulfuric Acid → 3,7-Diaminodibenzothiophene-5,5-dioxide

HRID 376733

반응식

HRID 376733 반응식
[S:1]([OH:5])(O)(=O)=[O:2].[C:6]1([C:13]2[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=2)[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=1.S(=O)(=O)(O)O>>[NH2:10][C:9]1[CH:8]=[CH:7][C:6]2[C:13]3[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][C:14]=3[S:1](=[O:5])(=[O:2])[C:12]=2[CH:11]=1

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 88797Benzidine sulfate

생성물 1

HCID 804123,7-Diaminodibenzothiophene-5,5-dioxide

반응 조건

온도
70 °C

실험 절차

In accordance with Scheme IX, benzidine sulfate 37 as described in U.S. Pat. Nos. 2,590,632 and 2,620,343 was added in portions at 10° C. to fuming sulfuric acid and the reaction maintained at 70° C. for 18 hours, cooled and poured into ice. The resulting solid was collected and washed with water and saturated sodium bicarbonate and dried to give 3,7-diamino dibenzothiophene-5,5-dioxide 38, which was further treated with 20% oleum at 25-200° C. for 0.5-3 hours, followed by cooling to room temperature. The solution was made basic to pH from 8 to 12 with excess base which include but are not limited to triethylamine, N,N-diethylmethylamine, N,N-diethylaniline, N,N-diethylethylenediamine, N,N-diisopropylethylamine or pyridine and the like; and the resulting solution was evaporated to a thick syrup. The syrup was treated with absolute ethyl alcohol and the formed precipitate was collected to give 3,7-diamino-5,5-dioxo-5λ6 -dibenzothiophene-2,8-disulfonic acid di-triethylamine salt 39.

후처리

  1. temperaturecooled
  2. additionpoured into ice
  3. customThe resulting solid was collected
  4. washwashed with water and saturated sodium bicarbonate
  5. customdried

출처 및 근거

ORD 기록
ord-e6111d3d20404cacad3cdd3673f69471
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022307

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