Ammonia → HCID 70444113, compound

HRID 543763Notes

Reaction equation

HRID 543763 reaction equation
FC(F)(F)CNC(=S)NC1C=NN(C2CCC(C(N)=O)C2)N=1.N.[F:24][C:25]([F:45])([F:44])[CH2:26][N:27]=[C:28]([NH2:43])[NH:29][C:30]1[CH:34]=[N:33][N:32]([CH:35]2[CH2:39][CH2:38][CH:37]([C:40]([NH2:42])=[O:41])[CH2:36]2)[N:31]=1.[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]\[C:49]([OH:51])=[O:50]>CCOCC.CC(C)=O.CCOC(C)=O>[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]\[C:49]([OH:51])=[O:50].[F:45][C:25]([F:24])([F:44])[CH2:26][N:27]=[C:28]([NH2:43])[NH:29][C:30]1[CH:34]=[N:33][N:32]([CH:35]2[CH2:39][CH2:38][CH:37]([C:40]([NH2:42])=[O:41])[CH2:36]2)[N:31]=1

Participants

8

Reactant 4

HCID 222AmmoniaHCID 444266Maleic AcidHCID 13883832HCID 13883832, compoundHCID 53839332HCID 53839332, compound

Product 1

HCID 70444113HCID 70444113, compound

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3-[4-(3-[2,2,2-trifluoroethyl]thioureido)-1,2,3-triazol-2-yl]cyclopentanecarboxamide (0.34 g.), mercuric oxide (0.4 g.) and methanolic ammonia (6 M; 20 ml.) was stirred at room temperature for 3 hours. The mixture was kept at room temperature overnight, filtered, and evaporated to give 0.27 g. of 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)-1,2,3-triazol-2-yl]cyclopentanecarboxamide. A sample in a small volume of EtOAc was treated with an equivalent of maleic acid in a small volume of acetone to give, on addition of ether, 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)-1,2,3-triazol-2-yl]cyclopentanecarboxamide maleate, m.p. 143°-146°.

Workup

  1. waitThe mixture was kept at room temperature overnight
  2. filtrationfiltered
  3. customevaporated
  4. customto give 0.27 g

Sources & evidence

ORD record
ord-8e6c441eb604499cbfc5f1a565cc0d50
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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