Acetic Acid → N'-(4'-Formyl[1,1'-biphenyl]-2-sulfonyl)-N,N-dimethylmethanimidamide

HRID 260542Notes

Reaction equation

HRID 260542 reaction equation
[CH3:1][N:2]([CH:4]=[N:5][S:6]([C:9]1[C:10]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21]Br)=[CH:17][CH:16]=2)=[CH:11][CH:12]=[CH:13][CH:14]=1)(=[O:8])=[O:7])[CH3:3].C1N2CN3CN(C2)CN1C3.C(O)(=[O:35])C.C(=O)(O)[O-].[Na+]>O>[CH3:1][N:2]([CH:4]=[N:5][S:6]([C:9]1[C:10]([C:15]2[CH:20]=[CH:19][C:18]([CH:21]=[O:35])=[CH:17][CH:16]=2)=[CH:11][CH:12]=[CH:13][CH:14]=1)(=[O:8])=[O:7])[CH3:3]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 4101HexamethylenetetramineHCID 516892Sodium BicarbonateHCID 541617064'-Bromomethylbiphenyl-2-sulfonic acid dimethylaminomethylenamide

Product 1

HCID 54273713N'-(4'-Formyl[1,1'-biphenyl]-2-sulfonyl)-N,N-dimethylmethanimidamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of N-[(dimethylamino) methylene]4'-bromomethyl(1,1'-biphenyl)2-sulfonamide, 8.14 g of hexamethylene-tetramine and 80 ml of 50% acetic acid are were stirred for one hour at 120° C. and after the addition of 220 ml of water, the reaction mixture was neutralized with a saturated solution of sodium bicarbonate and extracted with dichloromethane. The extracts were dried and evaporated to obtain 7.99 g of the expected product.

Workup

  1. extractionextracted with dichloromethane
  2. customThe extracts were dried
  3. customevaporated

Sources & evidence

ORD record
ord-f8266466494a474082a13b3513f77fe6
Source dataset
uspto-grants-1996_06
Patent number
US05527919

Reaction notes

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