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

HRID 1900874ノート

反応式

HRID 1900874 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8471Triethylamine溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b5693b3bd2404933abe9b36681371d2f
出典データセット
uspto-grants-1996_11
特許番号
US05576334

反応ノート

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