Dimethyl Sulfate → 2-Methyl-2-thiopseudourea sulfate

HRID 1973424Notes

Reaction equation

HRID 1973424 reaction equation
[N:1]1C2C=CC=CC=2N[C:2]=1[NH:10]C(O)=O.N[C:15](N)=[S:16].[S:18]([O:23]C)([O:21]C)(=[O:20])=[O:19]>>[S:18]([OH:23])([OH:21])(=[O:20])=[O:19].[CH3:15][S:16][C:2](=[NH:1])[NH2:10]

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 291282-Benzimidazolecarbamic acidHCID 2723790Thiourea

Product 1

HCID 752702-Methyl-2-thiopseudourea sulfate

Procedure

U.S. Pat. No. 3,010,968 describes a process for making the 2-benzimidazolecarbamic.acid esters of formula (I) by reacting thiourea with dimethyl sulfate to produce 2-methylthiopseudourea sulfate. This reaction product is then reacted with an alkyl chloroformate and a base to produce an acylated 2-methylthiopseudourea, which is then reacted further with an o-phenylenediamine in the presence of a protonic acid to produce the desired product.

Sources & evidence

ORD record
ord-79399c9652db476994ff5d162b1fe235
Source dataset
uspto-grants-1976_12
Patent number
US03997553

Reaction notes

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