Yield:3084-25-1 85%

Reaction Conditions:

in water at 45 - 50; for 0.25 h;

Steps:

N,N′-Bis(hydroxymethyl)thiourea (2)

N,N′-Bis(hydroxymethyl)thiourea (2) was synthesized according to a simplified procedure [13].Thiourea (1), 32.7 g (0.43 mol), was dissolved onheating in 74.5 g (0.87 mol) of a 35% formaldehydesolution, and the mixture was stirred for 15 min at 45-50°C and kept for 10-12 h in a crystallizer (accordingto [13], water was distilled off). The syrupy liquid was kept for 1 h at 0°C, and the solidified material wasground to obtain a white powder which was driedunder reduced pressure. Yield 50.0 g (85%), mp 90-92°C; published data [13]: mp 86-88°C. IR spectrum,ν, cm-1: 3280 (NH), 2996, 2960 (CH2), 1567 (C-N,δ N-H), 1340 (C-N), 1301 (C=S), 1014 (C-O).1H NMR spectrum (DMSO-d6), δ, ppm: 4.83 s (4H,CH2), 5.48 s (2H, OH), 8.03 s (2H, NH). Found:m/z 159.0199 [M + Na]+. C3H8N2NaO2S. Calculated:M + Na 159.0198.

References:

Hamoud;Ramsh;Fundamenskii;Gurzhii;Brusina;Arkhipova;Sedunova;Medvedskii;Khrabrova [Russian Journal of Organic Chemistry,2016,vol. 52,# 1,p. 121 - 126][Zh. Org. Khim.,2016,vol. 52,# 1,p. 127 - 132,5]