Dimethylamine → HCID 54371367, compound

HRID 1973341Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:5]([CH3:12])[C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[N:19]([O-])=O.[Na+].C(=O)([O-])[O-].[Na+].[Na+].[CH3:29][NH:30][CH3:31]>Cl.O>[C:7]([C:6]1[N:5]([CH3:12])[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:3][C:2]=1[N:1]=[N:19][N:30]([CH3:31])[CH3:29])([O:9][CH2:10][CH3:11])=[O:8]

Participants

Conditions

Temperature: 0 °C

Procedure

4-Amino-5-carbethoxy-1-methyl-2-phenyl imidazole (2.84) [made by the method of Cook et. al, Journal of the Chemical Society, 1950 (2775)] in 5N hydrochloric acid (24.0 ml) was cooled to 0° C and a cold solution of sodium nitrite (0.96 gm) in water (5 ml) added slowly, with stirring, keeping the mixture at 0° C. The resulting solution was added dropwise to a cold (0° C) mixture of sodium carbonate (120 mls of 30%) and dimethylamine (2.5 mls of 25% aqueous solution).

Workup

customat 0° C

Sources & evidence

ORD record: ord-385d748a7269403bb7e84df1ae952c1e
Source dataset: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03997518

Reaction notes

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