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

HRID 485442ノート

反応式

HRID 485442 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a80aefe9364e42cd9fef1462a23bff02
出典データセット
uspto-grants-1985_08
特許番号
US04536507

反応ノート

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