Cyanamide → HCID 178424375, compound

Participants

Reaction Steps

Following the general procedure for cyanoguanidine formation outlined in example 12, N-[4-chloro-2-tert-butyldimethylsilyloxy-3-(N″,N″-dimethylaminosulfonyl)phenyl]-N′-(2-methylphenyl)carbodiimide (400 mg, 0.83 mmol), cyanamide (139.4 mg, 3.32 mmol) and N,N-diisopropylethylamine (129 mg, 1.0 mmol) were reacted, followed by desilylation with Cesium fluoride (152 mg, 1.0 mmol) to form the desired product (110 mg, 32%). EI-MS m/z 408.2 (M+). 1H NMR (DMSO-d6) δ 2.22 (s, 3H), 2.86 (s, 6H), 7.20 (m, 5H), 7.60 (d, 1H), 8.63(s, 1H), 8.96 (s, 1H), 10.50 (s, 1H).

Provenance & Evidence