Ammonia → HCID 64468952, compound

HRID 1430276Notes

Reaction equation

HRID 1430276 reaction equation
[NH2:1][C:2]1([C:10]#[N:11])[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[CH2:3]1.N.[OH:13]S(O)(=O)=O>O>[NH2:1][C:2]1([C:10]([NH2:11])=[O:13])[CH2:7][CH2:6][CH2:5][C:4]([CH3:8])([CH3:9])[CH2:3]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 64470390HCID 64470390, compound

Product 1

HCID 64468952HCID 64468952, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A solution of EXAMPLE 145A (4.6 g) in concentrated H2SO4 (9 mL) was heated to 70° C. for 20 minutes. The reaction mixture was cooled to about 0° C. in an ice bath and diluted with water. The pH of the solution was adjusted to pH 7-8 by addition of concentrated aqueous ammonia solution. The aqueous layer was extracted with methylene chloride (2×50 mL). The combined organic layers were washed with water (1×20 mL), dried over MgSO4, filtered, and concentrated to give the title compound, which was used in the next step without further purification.

Workup

  1. extractionThe aqueous layer was extracted with methylene chloride (2×50 mL)
  2. washThe combined organic layers were washed with water (1×20 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-9804069f1ec14cabb94bd3c10045dc16
Source dataset
uspto-grants-2015_01
Patent number
US08940737B2

Reaction notes

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