Toluene → HCID 20283195, compound

HRID 463364Notes

Reaction equation

[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1.C([O-])(=O)C.[K+].C1OCCOCCOCCOCCOCCOC1.[C:38]1([N:44]=[C:45]=[O:46])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.[N-:47]=[C:48]=[O:49].[C:50]1(C)[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>C(OCCCC)(=O)C>[C:38]1([N:44]2[C:45](=[O:46])[N:47]([C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)[C:48](=[O:49])[N:10]([C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:13])([F:14])[F:1])=[CH:9][CH:8]=3)[C:11]2=[O:12])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

Conditions

Temperature: 30 °C

Procedure

11.5 g of p-trifluoromethoxyphenyl isocyanate are dissolved in 10 ml of toluene and are mixed at 25° C. with 10 ml of a 0.02 molar solution of potassium acetate/18-Crown-6 (1:1) in butyl acetate. After the reaction mixture has heated itself to 30° C., 5.0 g of phenyl isocyanate are added over a period of 5 minutes and the mixture is stirred until all the isocyanate has reacted. After separating by column chromatography, the two mixed isocyanurates 1,3-(di-p-trifluoromethoxyphenyl)-5-phenyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione and 3,5-diphenyl-1-(p-trifluoromethoxyphenyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione are obtained in a 73% yield.

Workup

customhas reacted
customAfter separating by column chromatography

Sources & evidence

ORD record: ord-317dcfc7f00e49198da955d8fb646c16
Source dataset: uspto-grants-1985_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04518761

Reaction notes

Loading…