Guanidine → HCID 21467730, compound

HRID 1939409Notes

Reaction equation

HRID 1939409 reaction equation
[NH2:1][C:2]([NH2:4])=[NH:3].[CH2:5]([C:7]1[CH:15]=[C:14]([S:16][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[C:13]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:12][C:8]=1[C:9](Cl)=[O:10])[CH3:6].C(C1C=C(Cl)C(S(C)(=O)=O)=CC=1C(O)=O)C.SC1C=CN=CC=1.O(C)[Na].O=S(Cl)Cl>>[NH2:3][C:2]([NH2:4])=[N:1][C:9](=[O:10])[C:8]1[CH:12]=[C:13]([S:23]([CH3:26])(=[O:25])=[O:24])[C:14]([S:16][C:17]2[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=2)=[CH:15][C:7]=1[CH2:5][CH3:6]

Participants

7

Reactant 6

HCID 3520GuanidineHCID 24386Thionyl ChlorideHCID 10563475HCID 10563475, compoundHCID 21467706HCID 21467706, compoundHCID 178418431pyridine-4-thiolHCID 178418582HCID 178418582, compound

Product 1

HCID 21467730HCID 21467730, compound

Procedure

In analogy to Example 1, the reaction of guanidine with 2-ethyl-4-(4-pyridylthio)-5-methylsulfonylbenzoyl chloride [obtainable by reacting 2-ethyl-4-chloro-5-methylsulfonylbenzoic acid with 4-mercaptopyridine in the presence of NaOCH3 at 180° followed by chlorination with SOCl2 ] gives N-diaminomethylene-2-ethyl-4-(4-pyridylthio)-5-methylsulfonylbenzamide.

Workup

  1. customat 180°

Sources & evidence

ORD record
ord-73ba27fd736e467796da6219884f2069
Source dataset
uspto-grants-1997_12
Patent number
US05696167

Reaction notes

Loading…