Diethanolamine → HCID 70344994, compound

HRID 1417998Notes

Reaction equation

HRID 1417998 reaction equation
C(O[C:4]([CH2:6][O:7][C:8]1[CH:28]=[CH:27][C:11]([NH:12][C:13]2[CH:18]=[C:17]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[N:16]=[CH:15][N:14]=2)=[CH:10][CH:9]=1)=[O:5])C.[NH:29]([CH2:33][CH2:34][OH:35])[CH2:30][CH2:31][OH:32]>C(O)C>[OH:32][CH2:31][CH2:30][N:29]([CH2:33][CH2:34][OH:35])[C:4]([CH2:6][O:7][C:8]1[CH:28]=[CH:27][C:11]([NH:12][C:13]2[CH:18]=[C:17]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[N:16]=[CH:15][N:14]=2)=[CH:10][CH:9]=1)=[O:5]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 70187132HCID 70187132, compound

Product 1

HCID 70344994HCID 70344994, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-[4'-(ethoxycarbonylmethoxy)anilino]6-(3'-methylanilino)pyrimidine (0.30 g) and diethanolamine (0.5 g) in ethanol (10 ml) was refluxed for 8 hours. The product so obtained was chromatographed on silica to give 4-[4'-{N,N-di-(2-hydroxyethyl)carbamoylmethoxy}anilino]6-(3'-methylanilino)pyrimidine in 21% yield, m.p. 160°-162° C.;

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe product so obtained
  3. customwas chromatographed on silica

Sources & evidence

ORD record
ord-52ae1214f67a43b5b29bba4dae288b65
Source dataset
uspto-grants-1999_03
Patent number
US05880130

Reaction notes

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