Aliphatic isocyanates and their conversion into α‐aryl‐β‐alkylureas

Preparation of Isocyanates from Primary Amines and Carbon Dioxide Using Mitsunobu Chemistry1

“…n -Butyl Isocyanate (5; R = n-Bu). Reaction of n -butylamine (0.33 g, 4.6 mmol) gave n -butyl isocyanate after distillation as a clear colorless oil (0.28 g, 63%): bp 114−115 °C (lit . bp 115 °C); IR (CH 2 Cl 2 ) 2278 cm -1 (NCO); 1 H NMR (200 MHz, CDCl 3 ) δ 0.94 (t, 3H, J = 7.1 Hz), 1.32−1.67 (bm, 4H), 3.30 (t, 2H, J = 6.4 Hz); 13 C NMR (50.3 MHz, CDCl 3 ) δ 13.2, 19.6, 33.2, 42.6, 121.9; MS (EI) m / z 99 (M + , 10).…”

1,2,3‐ and 1,2,4‐triazolium salts, pyrazoles, and quinoxalines from diarylnitrilimines and isocyanides: A study of the scope

“…The hydrazonoyl chlorides 1a,b,d-g [20] and the isocyanides 3b,c [21], 3d [22], 3e [23], and 3g-k [24] were prepared according to (or by adopting) literature procedures. Known products were identified by means of authentic samples and/or literature data, as were the 1,2,3-triazoles 7 a [25] and 7 b , c [26], the 1,2,4,5-tetrazine 9b [27], the 1,2,4-triazoles 13a [7] and 13b [13], the ureas 25 c [28], 25 d [29], 25 g [30], and 25 j [31], the 1,2,4triazoles 27a [32], 27d [33], and 27e [34].…”

Oxidation of Isothiocyanates to Isocyanates using Dimethyldioxirane; Relevance to Biological Activity of Isothiocyanates†

“…The crude product was purified by column chromatography on silica, eluting with ethyl acetate-light petroleum (bp 40-60 °C) (30:70). This afforded the product as a white solid (200 mg, 89%), mp 160 °C (lit., 15…”