Hydrochloric Acid → HCID 178478217, 화합물

HRID 349386노트

반응식

HRID 349386 반응식
CI.[NH2:3][C@@H:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C@H:5]1[NH:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=S.[ClH:27]>C(O)C.C(OCC)(=O)C.C(OCC)C>[ClH:27].[NH:10]1[C@@H:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C@H:4]2[NH:3][C:11]1=[N:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 86760411N-(trans-2-Aminocyclohexyl)-N'-(2-phenoxyphenyl)thiourea

생성물 1

HCID 178478217HCID 178478217, 화합물

시약·촉매·용매 3

HCID 702Ethanol용매HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

실험 절차

3.4 g of methyl iodide were added to a solution of 1.03 g of N-(trans-2-aminocyclohexyl)-N′-(2-phenoxyphenyl)thiourea in 30 ml of ethanol, and the reaction mixture was kept at reflux for 5 hours. The mixture was allowed to stand overnight and the solvent was then distilled off and the residue was treated with water and subsequently made alkaline using saturated sodium bicarbonate solution. The aqueous phase was extracted with ethyl acetate and the organic extraction phase was evaporated, and the oily residue was then chromatographed on silica gel using a mixture of 10 parts of ethyl acetate, 5 parts of n-heptane, 5 parts of methylene chloride, 5 parts of methanol and 1 part of concentrated aqueous ammonia solution. This gave an oily product which was dissolved in ethyl acetate and acidified using a saturated solution of HCl gas in diethyl ether. The solvent was distilled off and the residue was then dissolved in water and subjected to freeze-drying. This gave 0.49 g of a solid of m.p. 110° C.

후처리

  1. temperatureat reflux for 5 hours
  2. distillationthe solvent was then distilled off
  3. additionthe residue was treated with water and subsequently made alkaline
  4. extractionThe aqueous phase was extracted with ethyl acetate
  5. customthe organic extraction phase was evaporated
  6. customthe oily residue was then chromatographed on silica gel using
  7. additiona mixture of 10 parts of ethyl acetate, 5 parts of n-heptane, 5 parts of methylene chloride, 5 parts of methanol and 1 part of concentrated aqueous ammonia solution
  8. customThis gave an oily product which
  9. distillationThe solvent was distilled off
  10. dissolutionthe residue was then dissolved in water
  11. customto freeze-drying

출처 및 근거

ORD 기록
ord-031c5602bd2549379df383bd70ad497d
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179829B2

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