Sodium Methoxide → HCID 178485720, 화합물

HRID 482262노트

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HRID 482262 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

HCID 178485720HCID 178485720, 화합물수율 76.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 10311-Propanol용매

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온도
45 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-15e562511bde4f8c9bdbb3436fd7b4c2
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05795899

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