Hydrochloric Acid → 4-cyclohexyl-N-[4-(3-nitro-phenyl)-thiazol-2-yl]-benzenesulfonamide

HRID 619039

반응식

HRID 619039 반응식
Br.[N+:2]([C:5]1[CH:6]=[C:7]([C:11]2[N:12]=[C:13]([NH2:16])[S:14][CH:15]=2)[CH:8]=[CH:9][CH:10]=1)([O-:4])=[O:3].[CH:17]1([C:23]2[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.Cl>N1C=CC=CC=1>[CH:17]1([C:23]2[CH:24]=[CH:25][C:26]([S:29]([NH:16][C:13]3[S:14][CH:15]=[C:11]([C:7]4[CH:8]=[CH:9][CH:10]=[C:5]([N+:2]([O-:4])=[O:3])[CH:6]=4)[N:12]=3)(=[O:31])=[O:30])=[CH:27][CH:28]=2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 28704454-(3-Nitro-phenyl)-thiazol-2-ylamine hydrobromideHCID 43394424-Cyclohexylbenzene-1-sulfonyl chloride

생성물 1

HCID 218455904-cyclohexyl-N-[4-(3-nitro-phenyl)-thiazol-2-yl]-benzenesulfonamide수율 20.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of 0.5 g of 4-(3-nitro-phenyl)-thiazol-2-ylamine hydrobromide with 0.46 g of 4-cyclohexyl-benzenesulfonyl chloride was stirred overnight with 2 ml of pyridine. The resulting, red colored suspension was poured into 25 ml of 1N hydrochloric acid and the organic phase was separated and dissolved in a mixture of 20 ml of ethanol and 20 ml of 2N sodium hydroxide solution. After the addition of 0.5 g of active charcoal the mixture was stirred at room temperature for 30 minutes and subsequently the active charcoal was filtered off. The product separated as an oil upon neutralization. Thereupon, 20 ml of ethanol were added, the mixture was boiled and insoluble material was filtered off. Crystals separated upon cooling and, after recrystallization from 40 ml of 50% ethanol, yielded 0.15 g of 4-cyclohexyl-N-[4-(3-nitro-phenyl)-thiazol-2-yl]-benzenesulfonamide as beige crystals.

후처리

  1. customthe organic phase was separated
  2. dissolutiondissolved in a mixture of 20 ml of ethanol and 20 ml of 2N sodium hydroxide solution
  3. additionAfter the addition of 0.5 g of active charcoal the mixture
  4. filtrationsubsequently the active charcoal was filtered off
  5. customThe product separated as an oil upon neutralization
  6. additionThereupon, 20 ml of ethanol were added
  7. filtrationinsoluble material was filtered off
  8. customCrystals separated
  9. temperatureupon cooling
  10. customafter recrystallization from 40 ml of 50% ethanol

출처 및 근거

ORD 기록
ord-4f7de3490a3045a9b5c1e33dd5f0d10b
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958910

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