Hydrochloric Acid → HCID 70531520, compound

HRID 1164465Notes

Reaction equation

HRID 1164465 reaction equation
[ClH:1].[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[N:10]1[CH2:14][CH:13]([C:15]([OH:17])=[O:16])[N:12]([C:18]2[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:19]=2[CH3:25])[C:11]1=[NH:26]>>[ClH:1].[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[N:10]1[CH2:14][CH:13]([C:15]([OH:17])=[O:16])[N:12]([C:18]2[C:19]([CH3:25])=[CH:20][CH:21]=[CH:22][C:23]=2[CH3:24])[C:11]1=[NH:26]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13881484HCID 13881484, compound

Product 1

HCID 70531520HCID 70531520, compound

Procedure

A mixture of 8.0 g (21.1 mmoles) of 1,3-bis(2',6'-dimethylphenyl)-2-acetimino-imidazolidine-4-carboxylic acid, obtained as described in Example 63, and 200 ml of 1 n aqueous hydrochloric acid is heated on a steam bath for 3 hours, and then the mixture is allowed to stand at +5° C. overnight. Next day the separated precipitate is filtered off, washed with cold 1 n aqueous hydrochloric acid, and dried. 2.2 g of 1,3-bis(2',6'-dimethylphenyl)-2-imino-imidazolidine-4-carboxylic acid hydrochloride are obtained. This crude salt, melting at 288°-292° C., is sufficiently pure to subject it to further reactions. After recrystallization from 1 n aqueous hydrochloric acid the product melts at 316°-318° C. The aqueous acidic solution is concentrated to obtain further 4.4 g of the product (m.p.: 246°-256° C.), which is recrystallized from 1 n aqueous hydrochloric acid to obtain 2.9 g of a practically pure substance, melting at 292°-296° C. The pure compound is obtained with a total yield of 71.8%.

Workup

  1. customobtained
  2. temperatureis heated on a steam bath for 3 hours
  3. filtrationNext day the separated precipitate is filtered off
  4. washwashed with cold 1 n aqueous hydrochloric acid
  5. customdried

Sources & evidence

ORD record
ord-6ff3946be92649df92ee5dee0083c52f
Source dataset
uspto-grants-1983_01
Patent number
US04369325

Reaction notes

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