Hydrochloric Acid → N-[7,7-Di(phenylsulfanyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]-N'-ethylurea

HRID 9158ノート

反応式

HRID 9158 の反応式
[CH2:1]([NH:3][C:4]([NH:6][C:7]1[S:8][C:9]2[C:15](=O)[CH2:14][CH2:13][CH2:12][C:10]=2[N:11]=1)=[O:5])[CH3:2].[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.Cl>CCO>[C:17]1([S:23][C:15]2([S:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:10]=3)[C:9]3[S:8][C:7]([NH:6][C:4]([NH:3][CH2:1][CH3:2])=[O:5])=[N:11][C:10]=3[CH2:12][CH2:13][CH2:14]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7969Thiophenol2 回HCID 219855571-(7-Oxo-4,5,6,7-tetrahydro-2-benzothiazolyl)-3-ethyl-urea

生成物 1

HCID 21985555N-[7,7-Di(phenylsulfanyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]-N'-ethylurea収率 200.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
20 °C

実験手順

A suspension of N-ethyl-N′-(7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)urea (1.0 g, 4.18 mmol) and thiophenol (0.59 mL, 4.74 mmol) in EtOH (20 mL) was saturated with HCl (g) at about 0° C. The reaction mixture was stirred at about 20° C. for about 2 hrs then a second portion of thiophenol (0.59 mL, 4.74 mmol) was added and the reaction mixture stirred for about another 2 hrs. The ethanol was removed in vacuo and H2O was added. The aqueous phase was neutralized by addition of 2M NaOH and the product was extracted into CH2Cl2 (4 times). The combined organic phases were dried over MgSO4. Evaporation of the solvent gave 1.85 g (quantitative yield) pure product.

後処理

  1. stirringthe reaction mixture stirred for about another 2 hrs
  2. customThe ethanol was removed in vacuo and H2O
  3. additionwas added
  4. additionThe aqueous phase was neutralized by addition of 2M NaOH
  5. extractionthe product was extracted into CH2Cl2 (4 times)
  6. dry with materialThe combined organic phases were dried over MgSO4
  7. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-2b6a64fb918f4c86bf8bb7e50346ffdf
出典データセット
uspto-grants-2006_08
特許番号
US07091227B2

反応ノート

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