Triphosgene → HCID 89783877, compound

HRID 1056391Notes

Reaction equation

HRID 1056391 reaction equation
[NH2:1][C:2]1[C:15]([Br:16])=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([NH:6][CH2:7][C:8]([F:11])([F:10])[F:9])=[O:5].[C:17](OC(Cl)(Cl)Cl)(OC(Cl)(Cl)Cl)=[O:18]>>[Br:16][C:15]1[CH:14]=[CH:13][CH:12]=[C:3]2[C:2]=1[NH:1][C:17](=[O:18])[N:6]([CH2:7][C:8]([F:9])([F:10])[F:11])[C:4]2=[O:5]

Participants

3

Reactant 2

HCID 94429TriphosgeneHCID 89782000HCID 89782000, compound

Product 1

HCID 89783877HCID 89783877, compoundYield 266.5%

Procedure

8-Bromo-3-(2,2,2-trifluoroethyl)quinazoline-2,4(1H,3H)-dione (501b, 1.53 g, 88%) was prepared according to the procedures described for 720 using 2-amino-3-bromo-N-(2,2,2-trifluoroethyl)benzamide (1.6 g, 5.39 mmol, 501a) and tri-phosgene (0.5 g, 1.777 mmol, Sigma Aldrich) as the reagents. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.86 (1H, s) 8.01 (2H, d, J=7.82 Hz) 7.20 (1H, t, J=7.82 Hz) 4.73 (2H, q, J=9.19 Hz). m/z (ESI, +ve) 322.9/324.9 (M+H)+.

Sources & evidence

ORD record
ord-2bd609f75a2b4db6afe86ba8b03b2fc1
Source dataset
uspto-grants-2016_07
Patent number
US09394297B2

Reaction notes

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