[ClH:1].[NH2:2][C:3]1[NH:4][CH2:5][CH2:6][CH2:7][N:8]=1.[OH-].[Na+].[O-:11]S([O-])(=O)=O.[Na+].[Na+].[CH3:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:20]=1[N:26]=[C:27]=[O:28]>C1COCC1.C(Cl)Cl>[OH2:11].[ClH:1].[CH3:25][C:21]1[CH:22]=[CH:23][CH:24]=[C:19]([CH3:18])[C:20]=1[NH:26][C:27]([NH:2][C:3]1[NH:8][CH2:7][CH2:6][CH2:5][N:4]=1)=[O:28]A mixture of 8.13 g (0.060 mol) of 2-amino-1,4,5,6-tetrahydropyrimidine hydrochloride, 5.0 g (0.0625 mol) of 50% NaOH and 75 ml of THF was stirred for 0.5 hours at room temperature and then 10.0 g Na2SO4 was added. After stirring for 0.5 hours, a solution of 5.89 g (0.040 mol) of 2,6-dimethylphenyl isocyanate in 50 ml of THF was added over a period of 0.5 hours. After stirring for 1 hour, the reaction mixture was diluted with 100 ml of CH2Cl2, filtered, the filtrate evaporated in vacuo and the residue dissolved in 25 ml of 10% HCl and 50 ml of H2O with warming. After filtration through a pad of diatomaceous earth, chilling in ice gave the crystalline hydrochloride which was recrystallized from cold H2O affording 8.78 g (55%). This material was dried in vacuo (20° C., 5 mm Hg) to constant weight giving N-(2,6-dimethylphenyl)-N'-(1,4,5,6-tetrahydropyrimidin-2-yl)urea monohydrochloride hydrate (10:10:11); m.p. (110) 214.5°- 216.5° C. dec.; IR (CHCl3) 3226, 1710, 1676, 1641 cm-1. UV max. (MeOH) 270 shl (ε1,000) and 233 nm (ε18,300).
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