Hydrochloric Acid → HCID 178479495, compound

HRID 1581502Notes

Reaction equation

[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:25]=[CH:24][C:17]([C:18]([NH:20][C:21]([NH2:23])=[NH:22])=[O:19])=[CH:16][C:15]=2[C:26]([F:29])([F:28])[F:27])[CH2:10][CH2:9]1)=[O:7].[ClH:30]>O>[OH2:7].[ClH:30].[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:25]=[CH:24][C:17]([C:18]([NH:20][C:21]([NH2:23])=[NH:22])=[O:19])=[CH:16][C:15]=2[C:26]([F:28])([F:29])[F:27])[CH2:12][CH2:13]1)=[O:7]

Participants

Conditions

Temperature: 50 °C

Procedure

109.4 g of 4-[4-(2-pyrrolylcarbonyl)-1-piperazinyl]-3-trifluoromethylbenzoylguanidine is suspended in 1.5 L of water and heated to about 50° C. 26.1 mL of concentrated aqueous hydrochloric acid is diluted with 300 mL of water and added dropwise to the preheated suspension within about 20 minutes. The mixture is stirred for about 15 minutes at constant temperature. Then the temperature is lowered to about 35° C. with stirring over a period of about 1.5 hours. It is then cooled to 5° C. to 10° C. and stirred for another hour at this temperature. The crystals obtained are separated off, washed with a little water, and dried in vacuo at about 50° C. Yield: 116.5 g; melting point: 180° C. ±5° C. (DSC at a heating rate of 10 K/min).

Workup

additionadded dropwise to the preheated suspension within about 20 minutes
customis lowered to about 35° C.
stirringwith stirring over a period of about 1.5 hours
temperatureIt is then cooled to 5° C. to 10° C.
stirringstirred for another hour at this temperature
customThe crystals obtained
customare separated off
washwashed with a little water
customdried in vacuo at about 50° C

Sources & evidence

ORD record: ord-a2f067a757914d9684fdfa1fb02790a3
Source dataset: uspto-grants-2004_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06730678B2

Reaction notes

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