Dimethylcarbamoyl Chloride → 4-[[(1-Piperidinyl)methylene]amino]-3-pyridinol N,N-dimethylcarbamate

HRID 362206

反応式

HRID 362206 の反応式
[N:1]1([CH:7]=[N:8][C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[OH:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:23][N:24]([CH3:28])[C:25](Cl)=[O:26]>O1CCCC1>[CH3:23][N:24]([CH3:28])[C:25]([O:15][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:9]=1[N:8]=[CH:7][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:26]

参加物

5

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 153809334-[[(1-Piperidinyl)methylene]amino]-3-pyridinol

生成物 1

HCID 677490704-[[(1-Piperidinyl)methylene]amino]-3-pyridinol N,N-dimethylcarbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture prepared from 4-[[(1-piperidinyl)methylene]amino]-3-pyridinol (3.5 g), triethylamine (3.69 mL), dimethylcarbamyl chloride (2.3 mL) and tetrahydrofuran (130 mL) was refluxed for 2 hours, filtered, poured directly onto a silica column and eluted successively with ethyl acetate and 5% Et3N/ethyl acetate to yield 4.49 g of product. Recrystallization from ethyl acetate and drying under high vacuum yielded 3.94 g of crystals, m.p. 88°-89° C.

後処理

  1. temperaturewas refluxed for 2 hours
  2. filtrationfiltered
  3. additionpoured directly onto a silica column
  4. washeluted successively with ethyl acetate and 5% Et3N/ethyl acetate

出典と根拠

ORDレコード
ord-3df456b802b844b298c5213a81eea31f
出典データセット
uspto-grants-1999_02
特許番号
US05869480

関連ノート

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