Toluene → 4-Cyanobenzenecarbodithioic acid phenylmethyl ester

HRID 990261

반응식

HRID 990261 반응식
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1C(O)=O)#[N:2].[CH2:12]([SH:19])C1C=CC=CC=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21].[C:34]1([CH3:40])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH2:40]([S:21][C:12](=[S:19])[C:9]1[CH:8]=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

참가 물질

5

반응물 4

HCID 1140TolueneHCID 7509Benzyl mercaptanHCID 14817Phosphorus sulfide (P2S5)HCID 1380612-Cyanobenzoic acid

생성물 1

HCID 113001944-Cyanobenzenecarbodithioic acid phenylmethyl ester수율 43%

실험 절차

A mixture of 4 cyanobenzoic acid (1.47 g), benzyl mercaptan (1.24 g) and phosphorus pentasulfide (4.44 g) in toluene (40 ml) was refluxed for 20 h. A dark red color was developed immediately after heating. After the reaction was complete (as monitored by GC-MS), it was cooled to room temperature and purified by a column chromatography packed with neutral alumina, eluting with benzene. Removal of the solvent by distillation gave the single compound, benzyl-4-cyanodithiobenzoate (1.15 g, 43%). It was further characterized by 1H and 13C-NMR.

후처리

  1. temperaturewas refluxed for 20 h
  2. temperatureafter heating
  3. custompurified by a column chromatography
  4. washeluting with benzene
  5. customRemoval of the solvent
  6. distillationby distillation

출처 및 근거

ORD 기록
ord-9a2b288390014f9dbe19138f062c15ce
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458968B2

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