4-Methyloxazol-2-amine → HCID 54684930, compound

HRID 2164118Notes

Reaction equation

HRID 2164118 reaction equation
[CH3:1][N:2]1[C:15]([C:16](OC)=[O:17])=[C:14]([OH:20])[C:5]2[N:6]([CH3:13])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:4]=2[S:3]1(=[O:22])=[O:21].[NH2:23][C:24]1[O:25][CH:26]=[C:27]([CH3:29])[N:28]=1>C1(C)C(C)=CC=CC=1>[CH3:1][N:2]1[C:15]([C:16]([NH:23][C:24]2[O:25][CH:26]=[C:27]([CH3:29])[N:28]=2)=[O:17])=[C:14]([OH:20])[C:5]2[N:6]([CH3:13])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:4]=2[S:3]1(=[O:22])=[O:21]

Participants

4

Reactant 2

HCID 5358244-Methyloxazol-2-amineHCID 54684931HCID 54684931, compound

Product 1

HCID 54684930HCID 54684930, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

3.0 gm (9.1 millimols) of methyl 2,5-dihydro-2,5-dimethyl-4-hydroxy-1,2-thiazino-[5,6-b]indole-3-carboxylate-1,1-dioxide and 0.98 gm (10 millimols) of 2-amino-4-methyloxazole were refluxed for 4 hours in 250 ml of xylene. Upon cooling, the raw product crystallized out. Recrystallization from ethanol yielded 0.7 gm (20% of theory) of 2,5-dihydro-2,5-dimethyl-4-hydroxy-N-(4-methyl-2-oxazolyl)-1,2-thiazino[5,6-b]-indole-3-carboxamide-1,1-dioxide; M.p.: 128° C.

Workup

  1. temperatureUpon cooling
  2. customthe raw product crystallized out
  3. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-9c080cb9622742969bf4f77da3d6e0c1
Source dataset
uspto-grants-1979_01
Patent number
US04137313

Reaction notes

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