Hydrochloric Acid → Propyrisulfuron

HRID 1160780Notes

Reaction equation

HRID 1160780 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH3:12])=[N:6][N:5]2[C:13]=1[S:14]([NH2:17])(=[O:16])=[O:15].[CH3:18][O:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([NH:28][C:29](=O)[O:30]C2C=CC=CC=2)[N:21]=1.C1CCN2C(=NCCC2)CC1.Cl>O.C(#N)C>[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH3:12])=[N:6][N:5]2[C:13]=1[S:14]([NH:17][C:29]([NH:28][C:22]1[N:21]=[C:20]([O:19][CH3:18])[CH:25]=[C:24]([O:26][CH3:27])[N:23]=1)=[O:30])(=[O:15])=[O:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 230281102-Chloro-6-propylimidazo[1,2-b]pyridazine-3-sulfonamide

Product 1

HCID 11990852Propyrisulfuron

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

2-Chloro-6-n-propylimidazo[1,2-b]pyridazin-3-ylsulfonamide (0.49 g, 1.78 mmol), phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (0.55 g, 2 mmol) and acetonitrile (5 ml) were introduced into a 25-ml eggplant type flask and stirred at room temperature, and DBU (0.31 g, 2 mmol) was added all at once thereto, and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the reaction solution was poured into water (50 ml) and adjusted to about pH 2 with dilute hydrochloric acid, whereby crystals were formed. The crystals were collected by filtration, washed with water, acetone and ether in this order and dried under reduced pressure to give the title compound as pale brown crystals.

Workup

  1. stirringwas stirred at room temperature for 3 hours
  2. customwhereby crystals were formed
  3. filtrationThe crystals were collected by filtration
  4. washwashed with water, acetone and ether in this order
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-55d19530f34842f4870a0d301a7a7d53
Source dataset
uspto-grants-2010_10
Patent number
US07816526B2

Reaction notes

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