Hydrochloric Acid → 8-Amino-3-cyanodibenzo[b,f]thiepin-5,5-dioxide

HRID 485442노트

반응식

HRID 485442 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10]3[CH:13]=[C:14]([N+:17]([O-])=O)[CH:15]=[CH:16][C:9]=3[S:8](=[O:21])(=[O:20])[C:7]=2[CH:22]=1)#[N:2].Cl.[OH-].[Na+]>O1CCCC1>[NH2:17][C:14]1[CH:15]=[CH:16][C:9]2[S:8](=[O:21])(=[O:20])[C:7]3[CH:22]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=3[CH:12]=[CH:11][C:10]=2[CH:13]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 202702143-Cyano-8-nitrodibenzo[b,f]thiepin-5,5-dioxide

생성물 1

HCID 131518848-Amino-3-cyanodibenzo[b,f]thiepin-5,5-dioxide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

875 Mg. 3-cyano-8-nitrodibenzo[b,f]thiepin-5,5-dioxide are dissolved in 105 cc. tetrahydrofuran. 15 CC. concentrated hydrochloric acid is added, followed by 3.8 g. stannous chloride dihydrate and the mixture is stirred for 24 hours. A solution of 20% sodium hydroxide is added, the mixture is shaken and the organic layer separated; the aqueous phase extracted once with ethyl acetate. The combined organic extracts are dried over sodium sulfate and evaporated to dryness. The residue is chromatographed on silica gel to yield 464 mg. (58%) pure amino compound, m.p. 321°-324° C.

후처리

  1. customthe organic layer separated
  2. extractionthe aqueous phase extracted once with ethyl acetate
  3. dry with materialThe combined organic extracts are dried over sodium sulfate
  4. customevaporated to dryness
  5. customThe residue is chromatographed on silica gel
  6. customto yield 464 mg

출처 및 근거

ORD 기록
ord-a80aefe9364e42cd9fef1462a23bff02
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536507

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