Dimethylcarbamoyl Chloride → HCID 12791206, compound

HRID 847793Notes

Reaction equation

HRID 847793 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][NH:5][C:6]1[NH:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1.C(N(CC)CC)C.[CH3:23][N:24]([CH3:28])[C:25](Cl)=[O:26]>C1C=CC=CC=1>[CH3:23][N:24]([CH3:28])[C:25]([N:5]([CH2:4][CH2:3][N:2]([CH3:15])[CH3:1])[C:6]1[NH:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[N:7]=1)=[O:26]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 977703HCID 977703, compound

Product 1

HCID 12791206HCID 12791206, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following the procedure of Example 1C, using 9.4 g. (0.046 moles) of N,N-dimethyl-N'-(2-benzimidazolyl)-1,2-ethane diamine, 6.0 g. (0.06 moles) of triethylamine, 5.7 g. (0.053 moles) of N,N-dimethylcarbamoyl chloride and 150 ml. of benzene, there is obtained N,N-dimethyl-N'-(2-dimethylaminoethyl)-N'-(2-benzimidazolyl)urea, which, after chromatographic separation on 375 g. of silica gel, and elution with a mixture of 500 ml. of chloroform, 100 ml. of isopropanol, 100 ml. of toluene and 10 ml. of triethylamine, affords 9.4 g. of oil. This is treated with hydrogen bromide and recrystallized from ethanol to give 8.2 g. of dihydrobromide salt, m.p. 193°-195° C.

Sources & evidence

ORD record
ord-9a0890677cd84707b3c5c4535c7e0e9f
Source dataset
uspto-grants-1981_10
Patent number
US04293703

Reaction notes

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