Water → HCID 86753854, compound

HRID 1418002Notes

Reaction equation

HRID 1418002 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][CH:28]=1)[NH:5][C:6]1[N:11]=[CH:10][N:9]=[C:8]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][C:21](OCC)=[O:22])[CH:14]=2)[CH:7]=1.[NH:29]([CH2:33][CH2:34][OH:35])[CH2:30][CH2:31][OH:32].O>C(O)C>[OH:32][CH2:31][CH2:30][N:29]([CH2:33][CH2:34][OH:35])[C:21]([CH2:20][O:19][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[NH:12][C:8]1[CH:7]=[C:6]([NH:5][C:4]2[CH:26]=[CH:27][CH:28]=[C:2]([CH3:1])[CH:3]=2)[N:11]=[CH:10][N:9]=1)=[O:22]

Participants

5

Reactant 3

HCID 962WaterHCID 8113DiethanolamineHCID 70187500HCID 70187500, compound

Product 1

HCID 86753854HCID 86753854, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-(3'-methylanilino)-4-[3'-(ethoxycarbonylmethoxy) anilino]pyrimidine (0.10 g) and diethanolamine (0.06 g) in ethanol (7 ml) was heated at reflux for 72 hours. The mixture was cooled and water (20 ml) added. The ethanol was evaporated and the solid filtered off to give 4-(3'-{N,N-di-(2-hydroxyethyl)carbamoylmethoxy}anilino]6-(3'-methylanilino)pyrimidine in 39% yield, m.p. 112°-113° C.;

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 72 hours
  3. temperatureThe mixture was cooled
  4. customThe ethanol was evaporated
  5. filtrationthe solid filtered off

Sources & evidence

ORD record
ord-c511b6e71051489c8053549b96e118fa
Source dataset
uspto-grants-1999_03
Patent number
US05880130

Reaction notes

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