Hydrochloric Acid → HCID 178465768, compound

HRID 597722

Reaction equation

Cl.[NH2:2][NH:3][C:4](=[NH:7])[NH:5][NH2:6].[Br:8][C:9]1[C:10]([O:18][CH2:19][CH3:20])=[C:11]([CH:14]=[C:15]([Br:17])[CH:16]=1)[CH:12]=O.Cl>O.C(O)C>[Br:8][C:9]1[C:10]([O:18][CH2:19][CH3:20])=[C:11]([CH:14]=[C:15]([Br:17])[CH:16]=1)[CH:12]=[N:2][NH:3][C:4]([NH:5][N:6]=[CH:12][C:11]1[CH:14]=[C:15]([Br:17])[CH:16]=[C:9]([Br:8])[C:10]=1[O:18][CH2:19][CH3:20])=[NH:7]

Participants

Conditions

Temperature: 20 °C

Procedure

A mixture was prepared by dissolving 7.9 grams (0.063 mole) of diaminoguanidine, hydrochloride in 60 milliliters of lukewarm water and this mixture was added to a solution of 38.2 grams (0.125 mole) of 3,5-dibromo-2-ethoxybenzaldehyde dissolved in 500 milliliters of ethanol. To this mixture was added a solution of 8 milliliters of concentrated hydrochloric acid in 80 milliliters of ethanol. The mixture was heated at the reflux temperature for 10 minutes and thereafter cooled to 20° C. The solid 1,3-bis[(3,5-dibromo-2-ethoxybenzylidene)amino]guanidine, hydrochloride product was recovered by filtration under reduced pressure, washed with ethanol and dried. The product was recovered in a yield of 20 grams (45 percent of theoretical) and melted at 188°-190° C.

Workup

customA mixture was prepared
temperatureThe mixture was heated at the reflux temperature for 10 minutes
filtrationThe solid 1,3-bis[(3,5-dibromo-2-ethoxybenzylidene)amino]guanidine, hydrochloride product was recovered by filtration under reduced pressure
washwashed with ethanol
customdried
customThe product was recovered in a yield of 20 grams (45 percent of theoretical) and melted at 188°-190° C.

Sources & evidence

ORD record: ord-197343b44ee34a44be2b84f2790b3ac4
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04015016

Linked notes

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