Triethylamine → HCID 44295501, compound

HRID 1417737Notes

Reaction equation

HRID 1417737 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[S:11])[CH:5]=[CH:6][C:7]=1[CH3:8].Cl.[NH2:13][CH2:14][C:15]([NH2:17])=[O:16].[CH2:18](N(CC)CC)[CH3:19]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[S:11])[NH:13][CH2:14][C:15]([NH2:17])=[O:16])[CH:5]=[CH:6][C:7]=1[CH3:8].[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:15](=[O:16])[CH2:14][N:13]=[C:10]2[S:11][CH2:18][CH3:19])[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 1405053-Chloro-4-methylphenyl isothiocyanateHCID 2723639Glycinamide hydrochloride

Product 2

HCID 44295501HCID 44295501, compoundHCID 54019612HCID 54019612, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-[3-(3-Chloro-4-methylphenyl)-thioureido]-acetamide was prepared by the procedure described Example 11 using 18.36 g of 3-chloro-4-methylphenyl-isothiocyanate, 11.05 g of glycinamide hydrochloride, 10.1 g of triethyl amine, and 300 mL of chloroform. 22.0 Grams of the desired product was obtained, m.p. 167°-169° C. (dec.). Mass spectrum (EI, M.+) m/z 257/259. 1H-NMR (DMSO-d6 ; 400 MHz) δ9.93 (s, 1 H), 7.80 (t, 1 H), 7.73 (s, 1 H), 7.52 (s, 1 H), 7.25 (m, 2 H), 7.16 (s, 1 H), 4.07 (d, 2 H), and 2.27 ppm (s, 3 H).

Sources & evidence

ORD record
ord-837aacf0a8394f9aa51ff94f3c92e730
Source dataset
uspto-grants-1999_03
Patent number
US05877324

Reaction notes

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