N-Methylmaleimide → HCID 178441832, compound

HRID 1198485Notes

Reaction equation

HRID 1198485 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]1N=N[N:19]([C:21]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:20]=1)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[CH3:40][N:41]1[C:45](=[O:46])[CH:44]=[CH:43][C:42]1=[O:47]>C1(C)C(C)=CC=CC=1>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]1[C@@H:44]3[C:45](=[O:46])[N:41]([CH3:40])[C:42](=[O:47])[C@@H:43]3[N:19]([C:21]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[N:20]=1)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 70261N-MethylmaleimideHCID 178441833HCID 178441833, compound

Product 1

HCID 178441832HCID 178441832, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 1.0 g of 2-Butyl-6-[2-(triphenylmethyl)-2H-tetrazol-5-yl]-4(1H)-quinazolinone and 1.0 g of N-methylmaleimide is heated at reflux in xylene for 6 hours. The reaction mixture is cooled to room temperature and evaporated in vacuo to a residue which is purified by column chromatography on silica gel by elution with 50% ethyl acetate-hexanes to give 1.0 g of the desired product as a yellow solid, m.p. 182° C.

Workup

  1. temperatureis heated
  2. customevaporated in vacuo to a residue which
  3. customis purified by column chromatography on silica gel by elution with 50% ethyl acetate-hexanes

Sources & evidence

ORD record
ord-efaa9b60085d41f98b068c1f251f437b
Source dataset
uspto-grants-1994_01
Patent number
US05281603

Reaction notes

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