Triethylamine → HCID 21504633、化合物

HRID 1288225ノート

反応式

HRID 1288225 の反応式
Cl.[NH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([S:11]([NH2:14])(=[O:13])=[O:12])[CH2:7][CH2:6]1.C(N(CC)CC)C.[Cl:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29](Cl)=[O:30])[CH:24]=1>Cl.O1CCCC1>[Cl:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29]([NH:2][CH2:3][CH2:4][CH:5]2[CH2:10][CH2:9][N:8]([S:11]([NH2:14])(=[O:13])=[O:12])[CH2:7][CH2:6]2)=[O:30])[CH:24]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 110951464-chloropyridine-2-carbonyl ChlorideHCID 122820794-(2-Aminoethyl)piperidine-1-sulfonamide hydrochloride

生成物 1

HCID 21504633HCID 21504633、化合物収率 36%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a mixture of 1.95 g. (0.008 mole) of 4-(2-aminoethyl)-1-piperidinesulfonamide hydrochloride and 2.22 ml. (0.016 mole) of triethylamine in 15 ml. of dry tetrahydrofuran, there were added 1.41 g. (0.008 mole) of 4-chloropicolinoyl chloride dissolved in 15 ml. of tetrahydrofuran. The initial addition step was slightly exothermic (~40° C.) and after completion of same, the resulting reaction mixture was stirred at ambient temperatures for a period of approximately 16 hours. At this point, the thoroughly stirred mixture was poured into 50 ml. of ice water and subsequently acidified with a few drops of 3N aqueous hydrochloric acid. The resulting crystalline precipitate was then recovered by means of suction filtration and thereafter recrystallized twice from acetonitrile to afford 0.997 g. of pure product. In this way, there was ultimately obtained a 36% of 4-[2-(4-chloropicolinamido)ethyl]-1-piperidinesulfonamide, m.p. 186°-187° C.

後処理

  1. additionTo a mixture of 1.95 g
  2. additionThe initial addition step
  3. custom(~40° C.)
  4. customafter completion of same, the resulting reaction mixture
  5. additionAt this point, the thoroughly stirred mixture was poured into 50 ml
  6. filtrationThe resulting crystalline precipitate was then recovered by means of suction filtration
  7. customrecrystallized twice from acetonitrile
  8. customto afford 0.997 g

出典と根拠

ORDレコード
ord-4627c0877bd944ceadec2e5e00886e46
出典データセット
uspto-grants-1976_10
特許番号
US03987172

反応ノート

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