Hydrochloric Acid → Terazosin Hydrochloride

HRID 1720100

Reaction equation

HRID 1720100 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([CH:24]3[CH2:28][CH2:27][CH2:26][O:25]3)=[O:23])[CH2:18][CH2:17]2)[N:3]=1.[ClH:29]>>[OH2:12].[OH2:12].[ClH:29].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([CH:24]3[CH2:28][CH2:27][CH2:26][O:25]3)=[O:23])[CH2:18][CH2:17]2)[N:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 5401Terazosin

Product 1

HCID 63016Terazosin Hydrochloride

Conditions

Temperature
35 °C

Procedure

The hydrochloride salt of the dihydrate of the compound prepared as described above in Step 1 was prepared by slurrying 10 grams (0.026 mol) of the above-prepared 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-tetrahydrofuroyl)-piperazine in 150 ml of 190 proof Formula 3A alcohol, heating the slurry to about 35° C., adding 2.5 ml of concentrated aqueous hydrochloric acid, and heating the mixture to about 70° C. The reaction mixture was carbon treated, the carbon was filtered off and the filtrate was cooled overnight in an icebox. The product was then filtered off and dried at 60° C. to obtain 8.3 grams (0.018 tool, 69%) of the desired product.

Workup

  1. customwas prepared
  2. temperatureheating the mixture to about 70° C
  3. additiontreated
  4. filtrationthe carbon was filtered off
  5. temperaturethe filtrate was cooled overnight in an icebox
  6. filtrationThe product was then filtered off
  7. customdried at 60° C.

Sources & evidence

ORD record
ord-10246e0e753248eba169c713ebf2f2a2
Source dataset
uspto-grants-1996_04
Patent number
US05504207

Linked notes

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