Hydrochloric Acid → N-[2-(2-ethoxyethoxy)-phenyl-sulfonyl]-N'-(4-difluoromethoxy-6-methylpyrimidin-2-yl)-urea

HRID 2309163ノート

反応式

HRID 2309163 の反応式
N12CCCCC1C=NCCC2.O([C:19]([NH:21][C:22]1[N:27]=[C:26]([O:28][CH:29]([F:31])[F:30])[CH:25]=[C:24]([CH3:32])[N:23]=1)=[O:20])C1C=CC=CC=1.[CH2:33]([O:35][CH2:36][CH2:37][O:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=1[S:45]([NH2:48])(=[O:47])=[O:46])[CH3:34].Cl>C(#N)C.O.C(OCC)(=O)C>[CH2:33]([O:35][CH2:36][CH2:37][O:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=1[S:45]([NH:48][C:19]([NH:21][C:22]1[N:27]=[C:26]([O:28][CH:29]([F:30])[F:31])[CH:25]=[C:24]([CH3:32])[N:23]=1)=[O:20])(=[O:46])=[O:47])[CH3:34]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 3141121,5-Diazabicyclo(5,4,0)undec-5-eneHCID 201856962-(Ethoxy-ethoxy)-benzenesulfonamideHCID 221041722-Phenoxycarbonylamino-4-difluoromethoxy-6-methyl-pyrimidine

生成物 1

HCID 53940140N-[2-(2-ethoxyethoxy)-phenyl-sulfonyl]-N'-(4-difluoromethoxy-6-methylpyrimidin-2-yl)-urea

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1.8 g (0.012 mol) of 1,5-diazabicyclo(5.4.0)undec-5-ene are added to a solution of 3.5 g (0.012 mol) of 2-phenoxycarbonylamino-4-difluoromethoxy-6-methyl-pyrimidine, in the form of the crude product, and 2.9 g (0.012 mol) of 2-(2-ethoxy-ethoxy)-benzenesulfonamide in 100 ml of absolute acetonitrile and the mixture is stirred at 20°-25° C. for 1 hour and then diluted with 500 ml of water and acidified with hydrochloric acid. The oil which separates out is taken up in 200 ml of ethyl acetate and the mixture is dried over sodium sulfate and evaporated. The oily residue is crystallised from diethyl ether and acetone to give N-[2-(2-ethoxy-ethoxy)-phenyl-sulfonyl]-N'-(4-difluoromethoxy-6-methyl-pyrimidin-2-yl)-urea of melting point 90°-95° C. (decomposition) as colourless crystals in a yield of 2.7 g.

後処理

  1. dry with materialthe mixture is dried over sodium sulfate
  2. customevaporated
  3. customThe oily residue is crystallised from diethyl ether and acetone

出典と根拠

ORDレコード
ord-31aa5dd2a6994bfeafd356aaecbe9747
出典データセット
uspto-grants-1987_09
特許番号
US04693741

反応ノート

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