Methylhydroquinone → 2-[N',N'-Bis(2-hydroxyethyl)ureido]ethyl Methacrylate

HRID 4694

反応式

HRID 4694 の反応式
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].CC1C=C(O)C=CC=1O.[C:17]([O:22][CH2:23][CH2:24][N:25]=[C:26]=[O:27])(=[O:21])[C:18]([CH3:20])=[CH2:19]>C1(C)C=CC=CC=1>[C:17]([O:22][CH2:23][CH2:24][NH:25][C:26]([N:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4])=[O:27])(=[O:21])[C:18]([CH3:20])=[CH2:19]

参加物

5

反応物 3

HCID 7253MethylhydroquinoneHCID 8113DiethanolamineHCID 354092-Isocyanatoethyl methacrylate

生成物 1

HCID 191024562-[N',N'-Bis(2-hydroxyethyl)ureido]ethyl Methacrylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A one liter flask, under a N2 blanket, was charged with 105 gm of diethanolamine (1 mole) and 20 mg of methylhydroquinone. One molar of 2-isocyanatoethyl methacrylate (IEM) containing 2 ml of DBTDL (2% solution in toluene) was dropped slowly in the flask with moderate stirring over a period of 105 minutes, while the temperature was maintained at 20° to 25° C. with an ice-bath. The resulting viscous solution was stirred for an additional 60 minutes at 20° C. and then discharged. The product showed no NCO absorption in the IR spectrum and the NMR spectrum was consistent with the proposed structure. Gas chromatography also indicated the purity of the product to be greater than 95%. Additional inhibitor was added (to a total of 250 ppm) and the diol was stored in a freezer.

後処理

  1. additionwas dropped slowly in the flask
  2. temperaturewas maintained at 20° to 25° C. with an ice-bath
  3. stirringThe resulting viscous solution was stirred for an additional 60 minutes at 20° C.
  4. customno NCO absorption in the IR spectrum
  5. additionAdditional inhibitor was added (to a total of 250 ppm) and the diol

出典と根拠

ORDレコード
ord-90f1210b5010478582a8b8c2ecc022ac
出典データセット
uspto-grants-1988_02
特許番号
US04727126

関連ノート

読み込み中…