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Dimethylformamide → N-acetyl-2-(triphenylmethylthio)acetamide

HRID 1065299
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HRID 1065299 반응식
[C:1]1([C:7]([SH:20])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.C(N(CC)CC)C.[C:33]([NH:36][C:37](=[O:40])[CH2:38]Cl)(=[O:35])[CH3:34]>O>[C:33]([NH:36][C:37](=[O:40])[CH2:38][S:20][C:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:35])[CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 77281Benzenemethanethiol, alpha,alpha-diphenyl-HCID 2366697N-(2-chloroacetyl)acetamide

생성물 1

HCID 12837901N-acetyl-2-(triphenylmethylthio)acetamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a suspension of 100.4 g. (0.40 mole) of triphenylmethylmercaptan in 500 ml. of dry dimethylformamide was added 40.4 g. (0.40 mole) of dry triethylamine. The reaction mixture was cooled in ice and stirred as portions of 54.2 g. (0.40 mole) of the product of Step A above were added over 10 minutes. The reaction mixture was stirred an additional hour with ice cooling and then overnight at room temperature. Water was then added carefully to the reaction mixture until just before the cloud point, when the mixture was seeded and crystallization began. Yield of product was 98.5 g. with an m.p. of 147°-149° C.

후처리

  1. additionTo a suspension of 100.4 g
  2. temperatureThe reaction mixture was cooled in ice
  3. stirringThe reaction mixture was stirred an additional hour with ice cooling
  4. customovernight
  5. customat room temperature
  6. customcrystallization

출처 및 근거

ORD 기록
ord-a5c19b6e06d8483db027eb955b573a77
출처 데이터셋
uspto-grants-1982_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04329363

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