Guanidine → HCID 15841104, compound

HRID 1289214Notes

Reaction equation

HRID 1289214 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([C:18]([F:21])([F:20])[F:19])=[CH:7][C:3]=1[C:4](O)=[O:5].CC1C=C(OC2C=CC=CC=2)C(Br)=CC=1C(OC)=O.FC(F)(F)C([O-])=O.[K+].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:61][C:62]([NH2:64])=[NH:63]>[I-].C[N+](C)(C)C.C1COCC1>[NH2:63][C:62]([NH2:64])=[N:61][C:4](=[O:5])[C:3]1[CH:7]=[C:8]([C:18]([F:21])([F:20])[F:19])[C:9]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:2]=1[CH3:1]

Participants

8

Reactant 5

HCID 3520GuanidineHCID 682631,1'-CarbonyldiimidazoleHCID 15841102HCID 15841102, compoundHCID 15841103HCID 15841103, compoundHCID 23662811Potassium trifluoroacetate

Product 1

HCID 15841104HCID 15841104, compound

Reagents, catalysts & solvents 2

HCID 638175-58-1CatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.5 g of 2-methyl-4-phenoxy5-trifluoromethylbenzoic acid [obtainable by reaction of methyl 2-methyl-4-phenoxy-5-bromobenzoate with potassium trifluoroacetate in the presence of Cul and tetramethylammonium iodide and subsequent hydrolysis] and 300 mg of carbonyldiimidazole in 15 ml of THF is stirred at room temperature for two hours and then added to 383 mg of guanidine. The mixture is stirred for a further two hours. After customary working up, N-diaminomethylene-2-methyl-4-phenoxy-5-trifluoromethylbenzamide is obtained.

Workup

  1. stirringThe mixture is stirred for a further two hours

Sources & evidence

ORD record
ord-d6bba8111a0248c1b7b81e7ae27eeeac
Source dataset
uspto-grants-1998_05
Patent number
US05747539

Reaction notes

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