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Diethyl Ether → HCID 178503523, compound

HRID 1027485
Notes
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Reaction equation

HRID 1027485 reaction equation
[OH:1][C:2]1[C:7]([NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=2)=[C:6](O)[N:5]=[C:4]([S:19][CH3:20])[N:3]=1.C(OCC)C>P(Cl)(Cl)(Cl)=O>[CH3:20][S:19][C:4]1[N:3]=[C:2]([OH:1])[C:7]2[N:8]=[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=3)[O:17][C:6]=2[N:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 178503566HCID 178503566, compound

Product 1

HCID 178503523HCID 178503523, compoundYield 38.6%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

21 g of N-(4,6-dihydroxy-2-methylsulfanyl-pyrimidin-5-yl)-3-methyl-benzamide in 100 ml of phosphorus oxychloride were heated to 70° C. for 3 h. After cooling, the mixture was poured into 500 ml of diethyl ether. The precipitate was filtered off and washed with diethyl ether. 7.6 g of the title compound were obtained.

Workup

  1. temperatureAfter cooling
  2. filtrationThe precipitate was filtered off
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-7623b55efad844c793a76286241d0ccb
Source dataset
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08735387B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes