Methylamine → HCID 21426802, compound

HRID 437723Notes

Reaction equation

HRID 437723 reaction equation
[CH3:1][NH2:2].Br.[CH3:4][C:5]1[C:9]([C:10]([O:12][CH2:13][CH2:14][CH3:15])=[O:11])=[C:8]([NH:16][C:17]([O:19]C2C=CC=CC=2)=O)[S:7][N:6]=1>C(O)C>[CH3:1][NH:2][C:17](=[O:19])[NH:16][C:8]1[S:7][N:6]=[C:5]([CH3:4])[C:9]=1[C:10]([O:12][CH2:13][CH2:14][CH3:15])=[O:11]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 21426800HCID 21426800, compound

Product 1

HCID 21426802HCID 21426802, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methylamine in ethanol (33% w/v; 50 ml.) was added, cautiously with swirling, to 3-methyl-5-phenoxycarbonylamino-4-n-propoxycarbonylisothiazole hydrobromide (16 g.). When the initial exothermic reaction had subsided, the mixture was heated to reflux for 15 minutes, cooled and filtered. The solid was washed with water, and dried to give 3-methyl-1-(3-methyl-4-n-propoxycarbonylisothiazol-5-yl)urea (7.3 g.), m.p. 191° C.

Workup

  1. customWhen the initial exothermic reaction
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 15 minutes
  4. temperaturecooled
  5. filtrationfiltered
  6. washThe solid was washed with water
  7. customdried

Sources & evidence

ORD record
ord-bea5fe727a61435ba5c620689183a00c
Source dataset
uspto-grants-1977_06
Patent number
US04032323

Reaction notes

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