Hydrochloric Acid → 5-(2-Anilino-4-thiazolyl)-2,3-dihydroxybenzonitrile hydrochloride

HRID 725425

反応式

HRID 725425 の反応式
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]([OH:14])[C:8]([OH:13])=[C:9]([CH:12]=1)[C:10]#[N:11])=O.[C:15]1([NH:21][C:22]([NH2:24])=[S:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[ClH:25]>CN(C)C=O>[ClH:25].[NH:21]([C:22]1[S:23][CH:2]=[C:3]([C:5]2[CH:6]=[C:7]([OH:14])[C:8]([OH:13])=[C:9]([CH:12]=2)[C:10]#[N:11])[N:24]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 676454PhenylthioureaHCID 214590655-(Bromoacetyl)-2,3-dihydroxybenzonitrile

生成物 1

HCID 214591825-(2-Anilino-4-thiazolyl)-2,3-dihydroxybenzonitrile hydrochloride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3.8 g of 5-(bromoacetyl)-2,3-dihydroxybenzonitrile dissolved in 25 ml of N,N-dimethylformamide are treated with N-phenylthiourea and stirred at 100° for 5 hours. Thereafter, the solvent is removed by evaporation. The residue is treated with 200 ml of 1N sodium carbonate solution and extracted three times with 100 ml of methylene chloride each time. The combined organic phases are washed with water, dried over sodium sulfate and evaporated. The residue is chromatographed on 30 g of silica gel with ethyl acetate. The thus-obtained crude product is treated with 40 ml of 1N hydrochloric acid, evaporated and crystallized from acetone. There is obtained 5-(2-anilino-4-thiazolyl)-2,3-dihydroxybenzo- nitrile hydrochloride of m.p. 245°-247°.

後処理

  1. customThereafter, the solvent is removed by evaporation
  2. additionThe residue is treated with 200 ml of 1N sodium carbonate solution
  3. extractionextracted three times with 100 ml of methylene chloride each time
  4. washThe combined organic phases are washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. customThe residue is chromatographed on 30 g of silica gel with ethyl acetate
  8. customThe thus-obtained crude product
  9. customevaporated
  10. customcrystallized from acetone

出典と根拠

ORDレコード
ord-1d63e7bb57064665b5a5e86effa6985b
出典データセット
uspto-grants-1998_01
特許番号
US05705703

関連ノート

読み込み中…