Hydrochloric Acid → HCID 136341861, compound

HRID 1797428Notes

Reaction equation

HRID 1797428 reaction equation
N[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:15][CH:14]([OH:16])[CH:13]([CH2:17][OH:18])[C:12]2=[CH2:19])=[C:4](I)[N:3]=1.Cl.[OH-:22].[Na+]>>[OH:16][CH:14]1[CH2:15][CH:11]([N:8]2[CH:7]=[N:6][C:5]3[C:4](=[O:22])[NH:3][CH:2]=[N:10][C:9]2=3)[C:12](=[CH2:19])[CH:13]1[CH2:17][OH:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86594454HCID 86594454, compound

Product 1

HCID 136341861HCID 136341861, compoundYield 60%

Conditions

Temperature
70 °C

Procedure

A mixture of 39 (0.5 g, 1.29 mmol) in sodium hydroxide (2 N, 10 mL) was heated at 70° C. under an atmosphere of argon for 1 hour to complete the reaction. The reaction mixture was cooled to 0° C. and neutralized slowly by addition of 3 N HCl. Decolorizing carbon (0.5 g) was added. This mixture was heated at ˜90° C. for 1 hour. The hot mixture was filtered through a bed of diatomaceous earth (Celite®). The resulting clear filtrate was cooled and seeded with 21 to effect crystallization. The product was collected by filtration and dried under vacuum to afford the title compound as a white crystalline solid (0.21 g, 60% yield).

Workup

  1. customthe reaction
  2. additionDecolorizing carbon (0.5 g) was added
  3. temperatureThis mixture was heated at ˜90° C. for 1 hour
  4. filtrationThe hot mixture was filtered through a bed of diatomaceous earth (Celite®)
  5. temperatureThe resulting clear filtrate was cooled
  6. customcrystallization
  7. filtrationThe product was collected by filtration
  8. customdried under vacuum

Sources & evidence

ORD record
ord-acf343862f6348529aec3bd9072fa014
Source dataset
uspto-grants-2006_04
Patent number
US07034152B2

Reaction notes

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