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Thiophosgene → N,N'-diundecylthiourea

HRID 867449
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HRID 867449 반응식
[C:1](Cl)(Cl)=[S:2].[CH2:5]([NH2:16])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>O>[CH2:5]([NH:16][C:1]([NH:16][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[S:2])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10040ThiophosgeneHCID 11430Potassium CarbonateHCID 81742Undecylamine

생성물 1

HCID 14390155N,N'-diundecylthiourea수율 60.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Thiophosgene (10.9 mls, 0.14 moles) is added dropwise to a well stirred mixture of undecylamine (49.9 g, 0.29 moles) and water (400 mls). The mixture is heated to reflux following the addition. After 45 minutes the mixture is allowed to cool while potassium carbonate (20.0 g, 0.14 moles) is added in portions, and is then reheated to reflux. After three hours the mixture is cooled and the product is filtered off, triturated in 2N HCl, refiltered, rinsed with water, and dried. Recrystallization from ethylacetate gave the product (32.7 g) mp 70°-72° C.

후처리

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. additionthe addition
  4. additionis added in portions
  5. temperatureto reflux
  6. temperatureAfter three hours the mixture is cooled
  7. filtrationthe product is filtered off
  8. customtriturated in 2N HCl
  9. washrinsed with water
  10. customdried
  11. customRecrystallization from ethylacetate

출처 및 근거

ORD 기록
ord-29fae9e924ba4186bbab008a06d95d7a
출처 데이터셋
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04775677

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