Hydrochloric Acid → HCID 11703747, compound

HRID 2069201Notes

Reaction equation

F[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][C:7](=[O:15])[N:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:5]2=[O:21].[CH3:22][O:23][CH2:24][CH:25]([NH2:27])[CH3:26].Cl>C(O)C>[CH3:22][O:23][CH2:24][CH:25]([NH:27][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][C:7](=[O:15])[N:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:5]2=[O:21])[CH3:26]

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 200 mg (0.63 mmol) of N-(6-fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide, 0.27 ml (2.51 mmol) of 2-methoxy-1-methyl-ethylamine and 3 ml ethanol is heated at 150° C. in a closed vial in a microwave reactor for 15 minutes. After cooling to room temperature, 1M aqueous hydrochloric acid is added until a pH value of 5-6 is reached. The resulting suspension is filtered, the residue washed with water and dried at 60° C. Crystallization from ether-hexane gives 82 mg (34%) of the title compound as red crystals, m.p. 103-111° C.

Workup

temperatureAfter cooling to room temperature
filtrationThe resulting suspension is filtered
washthe residue washed with water
customdried at 60° C
customCrystallization from ether-hexane

Sources & evidence

ORD record: ord-d0041d638d554d6b952f3e7a72b1252c
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08299085B2

Reaction notes

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