Hexamethylphosphoramide → Carbamic acid, (7-(phenylthio)imidazo(1,2-a)pyridin-2-yl)-,methyl ester

HRID 1732472Notes

Reaction equation

HRID 1732472 reaction equation
N[C:2]1[CH:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[C:15](=[O:23])([O:17][C:18](=O)C(C)Cl)[NH2:16].CN(C)P([N:31]([CH3:33])[CH3:32])(N(C)C)=O>>[CH3:18][O:17][C:15]([NH:16][C:2]1[N:3]=[C:4]2[CH:5]=[C:6]([S:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:7]=[CH:33][N:31]2[CH:32]=1)=[O:23]

Participants

4

Reactant 3

HCID 12679HexamethylphosphoramideHCID 13015361HCID 13015361, compoundHCID 21202686HCID 21202686, compound

Product 1

HCID 329368Carbamic acid, (7-(phenylthio)imidazo(1,2-a)pyridin-2-yl)-,methyl ester

Procedure

A mixture of 2-amino 4-phenylthio pyridine, 1.0 g. (0.00494 mole) and 0.82 g. of methylchloroacetyl carbamate are heated in hexamethylphosphoramide following the procedures of Example 5 to yield 2(methoxycarbonylamino) 7-(phenylthio) imidazo [1,2-a] pyridine, m.p. 221°-223° C.

Sources & evidence

ORD record
ord-8273d678f90249539caa039f5d888019
Source dataset
uspto-grants-1980_12
Patent number
US04237300

Reaction notes

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