Diethyl squarate → HCID 10160368, compound

HRID 1068999Notes

Reaction equation

HRID 1068999 reaction equation
C(O[C:4]1[C:5](=[O:12])[C:6](=[O:11])[C:7]=1[O:8][CH2:9][CH3:10])C.[Br:13][C:14]1[CH:15]=[C:16]([NH:20][C:21]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([NH2:31])[CH:29]=3)[N:24]=[CH:23][N:22]=2)[CH:17]=[CH:18][CH:19]=1>C(O)C>[Br:13][C:14]1[CH:15]=[C:16]([NH:20][C:21]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([NH:31][C:4]4[C:5](=[O:12])[C:6](=[O:11])[C:7]=4[O:8][CH2:9][CH3:10])[CH:29]=3)[N:24]=[CH:23][N:22]=2)[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 123228Diethyl squarateHCID 5328042N4-(3-Bromophenyl)quinazoline-4,6-diamine

Product 1

HCID 10160368HCID 10160368, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.08 g of 3,4-diethoxy-3-cyclobutene-1,2-dione and 1.0 g of N-(3-bromophenyl)-4,6-quinazolindiamine in 10 mL of ethanol was refluxed for 3 hr. The mixture was cooled to room temperature. The solid was collected by filtration and washed with ethanol to give 0.9 g of 3-[4-(3-Bromo-phenylamino)-quinazolin-6-ylamino]-4-ethoxy-cyclobut-3-ene-1,2-dione as a yellow powder: mass spectrum (m/e): M+H 441.1.

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-66d939e3a64c4bc89fef36ad137502e8
Source dataset
uspto-grants-2001_06
Patent number
US06251912B1

Reaction notes

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