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

HRID 2413334노트

반응식

HRID 2413334 반응식
[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

참가 물질

6

반응물 4

HCID 7498Benzyl BromideHCID 12679HexamethylphosphoramideHCID 13838HexamethyldisilazaneHCID 178434161HCID 178434161, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b9d71ce686aa45daa05b0f01feeb1238
출처 데이터셋
uspto-grants-1985_01
특허 번호
US04496720

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