Ammonia → HCID 90054683, compound

HRID 1772932Notes

Reaction equation

HRID 1772932 reaction equation
Cl[C:2]1[C:7]([S:8](Cl)(=[O:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[N:16]=[C:15]([NH2:20])[CH:14]=1.[NH3:21].ClC(Cl)(O[C:26](=[O:32])OC(Cl)(Cl)Cl)Cl>N1C=CC=CC=1.O1CCOCC1>[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[N:16]=[C:15]([N:20]2[C:26](=[O:32])[NH:21][C:2]3[N:3]=[CH:4][CH:5]=[CH:6][C:7]=3[S:8]2(=[O:10])=[O:9])[CH:14]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 215072-Amino-4,6-dimethylpyridineHCID 94429TriphosgeneHCID 102199682-Chloropyridine-3-sulfonyl chloride

Product 1

HCID 90054683HCID 90054683, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound (0.6 g, 1.97 mmol) was prepared in three steps from 2-chloropyridine-3-sulfonyl chloride (6.5 g, 30.0 mmol) and 4,6-dimethylpyridin-2-amine (2.5 g, 20.4 mmol) in pyridine (6 mL) at rt; followed by ammonia in an autoclave at 140° C. for 16 h; followed by triphosgene (930 mg, 3.14 mmol) in 1,4-dioxane (20 mL) at approximately 90° C. for 6 h using the methods of (IntF1).

Sources & evidence

ORD record
ord-bfb149c465af4186b0687da1f82787a1
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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