Ammonia → HCID 64468952, compound
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]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- extractionThe aqueous layer was extracted with methylene chloride (2×50 mL)
- washThe combined organic layers were washed with water (1×20 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-d793ac0d2dfd45c89793a1f5c97bbfe7
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09266877B2
Reaction notes
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