Salicylamide → 8-[(2-Hydroxybenzoyl)aminomethyl]-2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione

HRID 1381949ノート

反応式

HRID 1381949 の反応式
Cl.[CH3:2][O:3][N:4]1[C:8](=[O:9])[CH2:7][C:6]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[C:5]1=[O:15].[C:16]([NH2:25])(=[O:24])[C:17]1[C:18](=[CH:20][CH:21]=[CH:22][CH:23]=1)[OH:19].[CH2:26](N(CC)CC)C>C(O)C>[OH:19][C:18]1[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=1[C:16]([NH:25][CH2:26][N:12]1[CH2:13][CH2:14][C:6]2([C:5](=[O:15])[N:4]([O:3][CH3:2])[C:8](=[O:9])[CH2:7]2)[CH2:10][CH2:11]1)=[O:24]

参加物

5

反応物 3

HCID 5147SalicylamideHCID 8471TriethylamineHCID 30882852,8-Diazaspiro(4,5)decane-1,3-dione, 2-methoxy-, monohydrochloride

生成物 1

HCID 143718678-[(2-Hydroxybenzoyl)aminomethyl]-2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A suspension of 2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione.hydrochloride (0.55 g), salicylamide (0.32 g), p-formaldehyde (0.11 g) and triethylamine (2 ml) in ethanol (20 ml) was stirred for 15 hours at room temperature. Then, the solvent was evaporated off under reduced pressure, and the residual oily product was subjected to a silica gel column chromatography (eluent; ethyl acetate), and the solvent for the solution containing the desired product was evaporated off under reduced pressure. The residual solid was recrystallized from ethyl ether to obtain 0.52 g of colorless crystals, m.p. 96° to 99° C.

後処理

  1. customThen, the solvent was evaporated off under reduced pressure
  2. additionthe solvent for the solution containing the desired product
  3. customwas evaporated off under reduced pressure
  4. customThe residual solid was recrystallized from ethyl ether

出典と根拠

ORDレコード
ord-3e3ea5c82e6b43b683e01ef68c0d40c1
出典データセット
uspto-grants-1989_02
特許番号
US04804665

反応ノート

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