Methylamine → HCID 178482276, compound

HRID 66579Notes

Reaction equation

HRID 66579 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][CH:12]([NH:16][C:17]3[C:20](=O)[C:19](=[O:22])[C:18]=3[O:23]C)[CH2:11]2)[N:9]=1)[C:2]([NH2:4])=[NH:3].[CH3:25][NH2:26]>CO.C(Cl)(Cl)Cl.C(O)C>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][CH:12]([NH:16][C:17]3[C:18](=[O:23])[C:19](=[O:22])[C:20]=3[NH:26][CH3:25])[CH2:11]2)[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 178493670HCID 178493670, compound

Product 1

HCID 178482276HCID 178482276, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 21584188Chloroform methanolSolvent

Procedure

A solution of 1-[3-(2-guanidinothiazol-4-yl)cyclohexylamino]-2-methoxycyclobutene-3,4-dione (0.25 g.) in warm methanol/chloroform (50:50 v/v) (50 ml.) was treated with 14 ml. of a solution of methylamine in ethanol (33% w/v) and the resulting solution allowed to stand at room temperature for 2 hours. Concentration of the reaction mixture gave a crystalline solid (0.21 g.) which was collected and washed with a small volume of methanol to give 1-[3-(2-guanidinothiazol-4-yl)cyclohexylamino]-2-methylaminocyclobutene-3,4-dione, obtained as the hemihydrate, m.p. 263°-268° (decomp.).

Workup

  1. customConcentration of the reaction mixture gave a crystalline solid (0.21 g.) which
  2. customwas collected
  3. washwashed with a small volume of methanol

Sources & evidence

ORD record
ord-f336ed5edfe241e597f6a40402e3969f
Source dataset
uspto-grants-1982_08
Patent number
US04342765

Reaction notes

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