Methanol → HCID 10710154, compound

HRID 377579Notes

Reaction equation

HRID 377579 reaction equation
[NH2:1][C:2]([NH2:4])=[NH:3].[Na].Cl.NC(N)=N.[CH3:11][C:12]1[C:13]([C:24]([O:26]C)=O)=[CH:14][C:15]2[S:19](=[O:21])(=[O:20])[CH2:18][C:17](=[CH2:22])[C:16]=2[CH:23]=1.[CH3:28][OH:29]>>[NH2:3][C:2]([NH2:4])=[N:1][C:24]([C:13]1[C:12]([CH3:11])=[CH:23][C:16]2[C:17]([O:29][CH3:28])([CH3:22])[CH2:18][S:19](=[O:20])(=[O:21])[C:15]=2[CH:14]=1)=[O:26]

Participants

6

Reactant 5

HCID 887MethanolHCID 3520GuanidineHCID 5742Guanidine HydrochlorideHCID 5360545SodiumHCID 10729478HCID 10729478, compound

Product 1

HCID 10710154HCID 10710154, compound

Procedure

A guanidine solution prepared--as described in Example 3--from 547 mg of sodium, 12 ml of methanol and 2.5 g of guanidine hydrochloride is treated with 1.2 g of methyl 2,3-dihydro-5-methyl-3-methylene-1-benzothiophene-6-carboxylate-1,1-dioxide [prepared by cyclization of methyl 4-acetyl-2-methyl-5-methylsulfonylbenzoate and subsequent dehydration] and the mixture is boiled for 1 hour, then stirred at room temperature for a further hour and worked up in the customary manner. N-Diaminomethylene-2,3-dihydro-3-methoxy-3,5-dimethyl-1-benzothiophene-6-carboxamide-1,1-dioxide is obtained. Treatment with methanesulfonic acid in methanol gives the corresponding methanesulfonate, m.p. 214-215°.

Sources & evidence

ORD record
ord-8d14de6095db40548175f013aba8b80d
Source dataset
uspto-grants-2000_02
Patent number
US06028069

Reaction notes

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