Sodium Methoxide → HCID 178485720、化合物

HRID 482262ノート

反応式

HRID 482262 の反応式
Br.[C:2]([N:5]1[CH2:9][C:8]([CH3:11])([CH3:10])[NH:7][C:6]1=[O:12])(=[NH:4])[NH2:3].C[O-].[Na+].[CH3:16][N:17]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=1)[C:18](=[O:26])[C:19]([C:24]#[N:25])=[CH:20]OCC>C(O)CC.CO>[C:24]([C:19]([C:18](=[O:26])[N:17]([CH3:16])[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=1)=[CH:20][NH:4][C:2](=[NH:3])[N:5]1[CH2:9][C:8]([CH3:10])([CH3:11])[NH:7][C:6]1=[O:12])#[N:25]

参加物

6

反応物 3

HCID 10942334Sodium MethoxideHCID 190638771-Amidino-4,4-dimethyl-2-oxoimidazolidine hydrobromideHCID 536402872-cyano-3-ethoxyacrylic acid N-methyl-N-(3-trifluoromethylphenyl)amide

生成物 1

HCID 178485720HCID 178485720、化合物収率 76.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 10311-Propanol溶媒

反応条件

温度
45 °C

実験手順

4.74 g (20 mmol) of 1-amidino-4,4-dimethyl-2-oxoimidazolidine hydrobromide were dissolved in 47 ml of boiling 1-propanol and, at 88°-90° C., 3.60 g (=3.67 ml, 20 mmol) of a 30% strength solution of sodium methylate in methanol were added. The resulting suspension was cooled to 45° C., stirred at 45° C. for 30 min and then cooled to 20° C., and 5.97 g (20 mmol) of 2-cyano-3-ethoxyacrylic acid N-methyl-N-(3-trifluoromethylphenyl)amide were added at 20° C., and the mixture was stirred at room temperature for 1.8 hours. The solid which had separated out was, after dilution of the pasty mass with 50 ml of ether, filtered off with suction and washed with ether. This product (initial crystals) and the residue from the original filtrate (mother liquor) were worked up further as described in Example 1 and dried. 6.23 g (=76.3% yield) of, according to TLC, virtually pure compound IV were obtained.

後処理

  1. temperaturecooled to 20° C.
  2. stirringthe mixture was stirred at room temperature for 1.8 hours
  3. customThe solid which had separated out
  4. filtrationafter dilution of the pasty mass with 50 ml of ether, filtered off with suction
  5. washwashed with ether
  6. customdried

出典と根拠

ORDレコード
ord-15e562511bde4f8c9bdbb3436fd7b4c2
出典データセット
uspto-grants-1998_08
特許番号
US05795899

反応ノート

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