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Sodium Hydroxide → HCID 178484432, 화합물

HRID 1194322
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HRID 1194322 반응식
[CH3:1][N:2]([CH3:14])[C:3]([C:5]1[O:6][C:7]([C:10](=O)[CH2:11]Br)=[CH:8][CH:9]=1)=[O:4].[C:15]([NH:18][C:19]([NH2:21])=[S:20])(=[NH:17])[NH2:16].[OH-].[Na+]>CC(C)=O>[NH:18]([C:19]1[S:20][CH:11]=[C:10]([C:7]2[O:6][C:5]([C:3](=[O:4])[N:2]([CH3:14])[CH3:1])=[CH:9][CH:8]=2)[N:21]=1)[C:15]([NH2:17])=[NH:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 15615543HCID 15615543, 화합물HCID 178513045HCID 178513045, 화합물2회

생성물 1

HCID 178484432HCID 178484432, 화합물수율 17.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 2.6 g. (0.01 mole) of N,N-dimethyl5-(2-bromoacetyl)furan-2-carboxamide, 1.18 g. (0.01 mole) of guanylthiourea and 100 ml. of acetone was stirred at room temperature for 4 hours. An additional 354 mg. of guanylthiourea was added and stirring was continued for 3 days. The reaction mixture was filtered, and the residue was washed with acetone and then dissolved in water. The solution thus obtained was made alkaline using 10% sodium hydroxide solution and extracted with ethyl acetate. The extracts were dried (MgSO4) and concentrated in vacuo to give a first crop of the title compound (500 mg.). The aqueous phase from the extraction was further basified (to pH 14) and extracted with n-butanol. Evaporation of the n-butanol gave a second crop of the title compound (900 mg.). The two crops of the title compound were combined and recrystallized from aqueous ethanol, giving 550 mg. of a brown solid, mp. 252°-253.5° C. (dec). Two additional samples of the title compound were obtained from the recrystallization mother liquors: 190 mg. mp 249°-252° C.; 91 mg., mp 248°-251° C.

후처리

  1. additionA mixture of 2.6 g
  2. filtrationThe reaction mixture was filtered
  3. washthe residue was washed with acetone
  4. dissolutiondissolved in water
  5. customThe solution thus obtained
  6. extractionextracted with ethyl acetate
  7. dry with materialThe extracts were dried (MgSO4)
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-60e623d036214959bb2984a47bd03ef1
출처 데이터셋
uspto-grants-1989_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04814341

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