Cyanamide → HCID 178486153, compound

Participants

Reaction Steps

Following the general procedure for cyanoguanidine formation outlined in example 12, N-(2-chlorophenyl)-N′-[4-chloro-2-tert-butyldimethylsilyloxy-3-(N″,N″-dimethylaminosulfonyl)phenyl]carbodiimide (300 mg, 0.6 mmol), cyanamide (100 mg, 2.4 mmol) and N,N-diisopropylethylamine (94 mg, 0.72 mmol) were reacted, followed by desilylation with Cesium fluoride (110 mg, 0.72 mmol) to form the desired product (129 mg, 50%). EI-MS m/z 428.0 (M+). 1H NMR (DMSO-d6) δ 2.86 (s, 6H), 7.2 (d, 1H), 7.32 (t, 1H), 7.36 (t, 1H), 7.43 (d, 1H), 7.51 (d, 1H), 7.57 (d, 1H), 8.98 (s, 1H), 9.18 (s, 1H), 10.51 (s, 1H).

Provenance & Evidence