HCID 9837522、化合物 → HCID 10522547、化合物

HRID 619024ノート

反応式

HRID 619024 の反応式
[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]

参加物

4

反応物 2

HCID 9837522HCID 9837522、化合物HCID 112184492-Bromo-1-(4-hydroxy-3-methylphenyl)ethanone

生成物 1

HCID 10522547HCID 10522547、化合物収率 24.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c6f752a8d442421496549963fcc20a54
出典データセット
uspto-grants-1999_09
特許番号
US05958910

反応ノート

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