Benzyl Bromide → 1,3,4-THIADIAZOLE, 2-METHYL-5-[(PHENYLMETHYL)THI

HRID 2413334ノート

反応式

HRID 2413334 の反応式
[SH:1][C:2]1[S:6][C:5]([CH3:7])=[N:4][N:3]=1.CN(C)P(=O)(N(C)C)N(C)C.C[Si](C)(C)N[Si](C)(C)C.[CH2:28](Br)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>C1(C)C=CC=CC=1>[CH2:28]([S:1][C:2]1[S:6][C:5]([CH3:7])=[N:4][N:3]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

6

反応物 4

HCID 7498Benzyl BromideHCID 12679HexamethylphosphoramideHCID 13838HexamethyldisilazaneHCID 178434161HCID 178434161、化合物

生成物 1

HCID 51582181,3,4-THIADIAZOLE, 2-METHYL-5-[(PHENYLMETHYL)THI

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2.0 mg (0.004 mmoles) of di-4-nitrophenyl N-(4-toluenesulfonyl)phosphoramidate were added to a solution of 264 mg (2 mmoles) of 5-mercapto-2-methyl-1,3,4-thiadiazole in 5 ml of toluene and 1.06 ml (6.1 mmoles) of hexamethylphosphoric triamide and then while refluxing, 0.50 ml (2.4 mmoles) of hexamethyldisilazane were added. After refluxing for 1.5 hours, the solution was evaporated to dryness and the residue was dissolved in 4 ml of acetonitrile. 0.28 (2.3 mmoles) of benzyl bromide were added to the solution and it was established that the conversion was complete after stirring for 10 minutes. HPLC analysis of the reaction mixture indicated a quantitative yield of 5-benzylthio-2-methyl-1,3,4-thiadiazole.

後処理

  1. temperaturewhile refluxing
  2. temperatureAfter refluxing for 1.5 hours
  3. customthe solution was evaporated to dryness
  4. dissolutionthe residue was dissolved in 4 ml of acetonitrile

出典と根拠

ORDレコード
ord-b9d71ce686aa45daa05b0f01feeb1238
出典データセット
uspto-grants-1985_01
特許番号
US04496720

反応ノート

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