L-Methionine → 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

HRID 712373Notes

Reaction equation

C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][NH:7][C:6]2=[O:15].N[C@H](C(O)=O)CCSC.[OH-].[Na+]>CS(O)(=O)=O>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][NH:7][C:6]2=[O:15]

Participants

Conditions

Temperature: 130 °C

Procedure

A suspension of 6,7-dimethoxyquinazolin-4(3H)-one (6.18 g), methionine (4.70 g) and methanesulfonic acid (40 mL) was stirred at 130° C. for 3 h, then poured into ice-water. The reaction mixture was adjusted to pH 7 with 40% sodium hydroxide. The mixture was filtered to give the title compound (7.10 g).

Workup

filtrationThe mixture was filtered

Sources & evidence

ORD record: ord-f6335b648f77422289b54b80798859a6
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181277B2

Reaction notes

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