Hydrochloric Acid → HCID 21109845, compound

HRID 1766198Notes

Reaction equation

HRID 1766198 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:33])[CH2:12][CH2:13][C:14]([N:16]2[CH2:21][CH2:20][CH:19]([N:22]3[CH2:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[NH:24][C:23]3=[O:32])[CH2:18][CH2:17]2)=[O:15])=[CH:7][C:6]=1[Br:34])(=O)C.Cl>O>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:33])[CH2:12][CH2:13][C:14]([N:16]2[CH2:17][CH2:18][CH:19]([N:22]3[CH2:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[NH:24][C:23]3=[O:32])[CH2:20][CH2:21]2)=[O:15])=[CH:7][C:6]=1[Br:34]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21109813HCID 21109813, compound

Product 1

HCID 21109845HCID 21109845, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.5 g (2.84 mmol) of 3-{1-[4-(4-acetylamino-3-bromophenyl)-1,4-dioxobutyl]-4-piperidinyl}-3,4-dihydro-2(1H)-quinazolinone and 150 ml of conc. hydrochloric acid was refluxed for 1 hour. The residue was digested with water, the solid precipitated was suction filtered, recrystallised from acetonitrile and dried in vacuo. Yield: 0.88 g (64% of theoretical). Rf 0.34 (El A). IR (KBr): 3471.7, 3342.4 (NH, NH2); 1666.4 (C═O) MS: M+484/486 (Br)

Workup

  1. temperaturewas refluxed for 1 hour
  2. customthe solid precipitated
  3. filtrationfiltered
  4. customrecrystallised from acetonitrile
  5. customdried in vacuo

Sources & evidence

ORD record
ord-952d308b4c6e42b085042a4824c1cf1d
Source dataset
uspto-grants-2007_06
Patent number
US07230001B1

Reaction notes

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