Potassium Iodide → HCID 12678601, compound

HRID 221957

Reaction equation

[NH:1]1[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[O:7].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Br)=[CH:21][CH:20]=1)([O-:18])=[O:17]>CN(C=O)C>[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23][N:1]2[CH2:6][CH2:5][CH2:4][NH:3][C:2]2=[O:7])=[CH:21][CH:20]=1)([O-:18])=[O:17]

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 3,4,5,6-tetrahydro-2-(1H)-pyrimidinone (4 g, 0.04 mol) in abs. DMF (50 mL) there were added potassium carbonate (5.5 g, approximately 0.04 mol), potassium iodide (3.3 g, 0.02 mol), and 4-nitrobenzyl bromide (8.6 g, 0.04 mol) at RT. The reaction mixture was stirred at 100° C. over a period of 2 h. Following cooling of the reaction mixture, it was added to ice water (500 mL). The precipitated solid matter was filtered off in vacuo and washed with a little acetyl (4×10 mL). The desired product 1-(4-nitrobenzyl)tetrahydropyrimidin-2-one (H) was obtained as yellow solid matter (3.5 g, 40% of theory) having a melting point of 150-162° C.

Workup

temperatureFollowing cooling of the reaction mixture, it
filtrationThe precipitated solid matter was filtered off in vacuo
washwashed with a little acetyl (4×10 mL)

Sources & evidence

ORD record: ord-ff9bddc7f43c4f3fb05a537dc4ecd76f
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08207182B2

Linked notes

Loading…