Water → HCID 59259035, compound

HRID 641855Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][N:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH2:25][C:26]#[CH:27])=[CH:21][CH:22]=3)[C:17]([C:28]3[CH:33]=[CH:32][C:31]([CH:34]([CH3:36])[CH3:35])=[CH:30][CH:29]=3)=[N:16][C:15]2=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:47])=CC=1.C(OCC)(=O)C.O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][N:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH2:25][C:26]#[CH:27])=[CH:21][CH:22]=3)[C:17]([C:28]3[CH:33]=[CH:32][C:31]([CH:34]([CH3:36])[CH3:35])=[CH:30][CH:29]=3)=[N:16][C:15]2=[S:47])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 130 mg (0.26 mmol) of the quinazolinone prepared in step D and 122 mg (0.30) mmol Lawesson reagent in 5 ml benzene is stirred for 2 h at 70° C. The solution turns slightly red. Equal amounts of Lawesson reagent are added after a total of 3 and 5 h, but the reaction remained incomplete. After extractive work-up with ethyl acetate and water, followed by chromatography of the crude material (hexane/ethyl acetate) the intermediate is obtained as a yellow oil.

Workup

customis obtained as a yellow oil

Sources & evidence

ORD record: ord-993a69e4dabc41dfbec8c6c1135307a3
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696216B2

Reaction notes

Loading…