Sodium Chloride → 5-Methylthio-4-(4-phenyl(1,3-thiazol-2-yl))thiophene-2-carbonitrile

HRID 2298593

反応式

HRID 2298593 の反応式
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.C[Si](C)(C)O[Si](C)(C)C.[CH3:24][S:25][C:26]1[S:30][C:29]([C:31]([NH2:33])=O)=[CH:28][C:27]=1[C:34]1[S:35][CH:36]=[C:37]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[N:38]=1.[Na+].[Cl-]>ClC(Cl)C>[CH3:24][S:25][C:26]1[S:30][C:29]([C:31]#[N:33])=[CH:28][C:27]=1[C:34]1[S:35][CH:36]=[C:37]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[N:38]=1

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 14812Phosphorus oxide (P4O10)HCID 24764HexamethyldisiloxaneHCID 18536867HCID 18536867、化合物

生成物 1

HCID 185372645-Methylthio-4-(4-phenyl(1,3-thiazol-2-yl))thiophene-2-carbonitrile収率 59%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

反応条件

温度
40 °C

実験手順

A slurry of P2O5 (2.7 g, 19 mmol) and hexamethyldisiloxane (6.7 mL) in dichloroethane (13 mL) was heated to 90° C., while stirring under a N2 atmosphere. After stirring for 2 h, the resulting clear solution was allowed to cool to 40° C. 5-methylthio-4-(4-phenyl(1,3-thiazol-2-yl))thiophene-2-carboxamide (0.9 g, 2.7 mmol) as prepared in previous step was added to this solution and the mixture was heated at 75° C. for 5 h. This solution was cooled to room temperature and stirred with aqueous NaCl (6 M, 100 mL) for 10 min. As the aqueous solution is added a yellow solid precipitated. After 10 min this solid was separated by filtration, and dried under vacuum to give (0.5 g, 59%) of 5-methylthio-4-(4-phenyl(1,3-thiazol-2-yl))thiophene-2-carbonitrile as a yellow solid. 1H-NMR (DMSO-d6; 300 MHz) δ2.76 (s, 3H), 7.35-7.40 (m, 1H), 7.45-7.50 (m, 2H), 8.05-8.08 (m, 2H), 8.22 (s, 1H), 8.51 (s, 1H).

後処理

  1. stirringAfter stirring for 2 h
  2. additionwas added to this solution
  3. temperaturethe mixture was heated at 75° C. for 5 h
  4. temperatureThis solution was cooled to room temperature
  5. additionAs the aqueous solution is added a yellow solid
  6. customprecipitated
  7. customAfter 10 min this solid was separated by filtration
  8. customdried under vacuum

出典と根拠

ORDレコード
ord-d8807b7ea1ca4631b4300d47a6f2b090
出典データセット
uspto-grants-2002_12
特許番号
US06492403B1

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