Hydrochloric Acid → HCID 67167837, compound

HRID 2088862Notes

Reaction equation

HRID 2088862 reaction equation
[NH2:1][C:2]1[N:11]([CH2:12][CH3:13])[C:10]2[N:9]=[C:8]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23]CC)=[O:22])=[CH:16][CH:15]=3)[CH:7]=[CH:6][C:5]=2[C:4](=[O:26])[C:3]=1[C:27](=[O:30])[NH:28][CH3:29].C1COCC1.CO.O.[OH-].[Li+].Cl>O>[NH2:1][C:2]1[N:11]([CH2:12][CH3:13])[C:10]2[N:9]=[C:8]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:15]=3)[CH:7]=[CH:6][C:5]=2[C:4](=[O:26])[C:3]=1[C:27](=[O:30])[NH:28][CH3:29]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 21892291Methanol tetrahydrofuran waterHCID 86653736HCID 86653736, compound

Product 1

HCID 67167837HCID 67167837, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 0.87 g (2.1 mmol) of the compound obtained from step 2.4 in a 1/1/1 mixture of THF/methanol/water (12 ml) is added 0.134 g (3.2 mmol) of lithium hydroxide in a single portion. The reaction mixture is heated at 70° C. for 3 hours, and then cooled to room temperature. Water (10 ml) is added and the medium is acidified with HCl solution (1N) to pH 2, and the precipitate formed is isolated by filtration and dried over P2O5. 0.78 g of product is obtained in the form of a white powder. Yield=96%. Melting point 260° C. MH+: 381.1 (tr: 6.74 min., condition 1).

Workup

  1. temperaturecooled to room temperature
  2. customthe precipitate formed
  3. customis isolated by filtration
  4. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-44221a44a7c449d3bb847e0780b3725d
Source dataset
uspto-grants-2013_05
Patent number
US08436011B2

Reaction notes

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