HCID 9837522, 화합물 → HCID 10522547, 화합물

HRID 1417246노트

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HRID 1417246 반응식
[C:1]1([CH3:14])[CH:6]=[CH:5][C:4]([S:7]([NH:10][C:11]([NH2:13])=[S:12])(=[O:9])=[O:8])=[CH:3][CH:2]=1.Br[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[C:21]([CH3:26])[CH:20]=1)=O>C(O)C>[OH:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]2[N:13]=[C:11]([NH:10][S:7]([C:4]3[CH:3]=[CH:2][C:1]([CH3:14])=[CH:6][CH:5]=3)(=[O:9])=[O:8])[S:12][CH:16]=2)=[CH:20][C:21]=1[CH3:26]

참가 물질

4

반응물 2

HCID 9837522HCID 9837522, 화합물HCID 112184492-Bromo-1-(4-hydroxy-3-methylphenyl)ethanone

생성물 1

HCID 10522547HCID 10522547, 화합물수율 24.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 26 g of 4-toluenesulfonyl-thiourea in 225 ml of ethanol was treated with 25.9 g of 2-bromo-1-(4-hydroxy-3-methyl-phenyl)-ethanone, left to stand at room temperature for 3 days and then boiled for a brief period. The reaction mixture was evaporated to dryness in a vacuum and subsequently partitioned between water and ethyl acetate. The aqueous phase was extracted once with ethyl acetate, the organic phases were combined, dried with sodium sulphate and concentrated. The residue was chromatographed on 500 g of Kieselgel 60 with ethyl acetate/hexane (1:1) as the eluent. The product-containing fractions were concentrated and, after recrystallization from 50% ethanol, yielded 10.1 g of N-[4-(4-hydroxy-3-methyl-phenyl)-thiazol-2-yl]-4-methyl-benzenesulfonamide as colourless crystals.

후처리

  1. waitleft
  2. waitboiled for a brief period
  3. customThe reaction mixture was evaporated to dryness in a vacuum
  4. customsubsequently partitioned between water and ethyl acetate
  5. extractionThe aqueous phase was extracted once with ethyl acetate
  6. dry with materialdried with sodium sulphate
  7. concentrationconcentrated
  8. customThe residue was chromatographed on 500 g of Kieselgel 60 with ethyl acetate/hexane (1:1) as the eluent
  9. concentrationThe product-containing fractions were concentrated
  10. customafter recrystallization from 50% ethanol

출처 및 근거

ORD 기록
ord-0dc488b3c19f40af812c3560a206ebca
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05877193

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