Hydrogen Sulfide → Methyl 4-[3-(4-thiocarbamoylbenzoyl)ureido]phenoxyacetate

HRID 1900874노트

반응식

HRID 1900874 반응식
[C:1]([C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][C:10](=[O:24])[NH:11][C:12]2[CH:23]=[CH:22][C:15]([O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[CH:14][CH:13]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2].[SH2:27]>N1C=CC=CC=1.C(N(CC)CC)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C:10](=[O:24])[NH:11][C:12]2[CH:23]=[CH:22][C:15]([O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[CH:14][CH:13]=2)=[O:8])=[CH:25][CH:26]=1)(=[S:27])[NH2:2]

참가 물질

5

반응물 2

HCID 402Hydrogen SulfideHCID 23370013Methyl 4-[3-(4-cyanobenzoyl)ureido]phenoxyacetate

생성물 1

HCID 23369995Methyl 4-[3-(4-thiocarbamoylbenzoyl)ureido]phenoxyacetate

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8471Triethylamine용매

실험 절차

A solution of the product of step (a) (850 mg) in pyridine (48 ml) and triethylamine (7 ml) was covered with a blanket of H2S gas and stirred at ambient temperature for 16 hours. The reaction mixture was evaporated to dryness and the residue was triturated with dry ether. The resultant solid was washed thoroughly with ether to give methyl 4-[3-(4-thiocarbamoylbenzoyl)ureido]phenoxyacetate (880 mg) as a yellow solid: NMR Spectrum (DMSO-d6) 3.72 (3H, s), 4.78 (2H, s), 6.95 (2H, d), 7.48 (2H, m), 7.93 (2H, d), 8.06 (2H, d), 9.65 (1H, br s), 10.05 (1H, br s), 10.62 (1H, s).

후처리

  1. customThe reaction mixture was evaporated to dryness
  2. customthe residue was triturated with dry ether
  3. washThe resultant solid was washed thoroughly with ether

출처 및 근거

ORD 기록
ord-b5693b3bd2404933abe9b36681371d2f
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576334

반응 노트

불러오는 중…