Trimethylamine → HCID 22750320, compound

HRID 866986Notes

Reaction equation

HRID 866986 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[NH:18][C:19](=[O:26])[C:20](=[CH:24][CH:25]=3)[C:21](O)=O)=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:2]=1.CN(C)C.C[Si]([Cl:35])(C)C.S(Cl)([Cl:38])=O.NS(C1C=C(C2NC(=O)C(=CC=2)CCl)C=CC=1)(=O)=O>C(Cl)Cl>[ClH:35].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[NH:18][C:19](=[O:26])[C:20](=[CH:24][CH:25]=3)[CH2:21][Cl:38])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:2]=1

Participants

7

Reactant 5

HCID 1146TrimethylamineHCID 6397ChlorotrimethylsilaneHCID 24386Thionyl ChlorideHCID 22750275HCID 22750275, compoundHCID 22750284HCID 22750284, compound

Product 1

HCID 22750320HCID 22750320, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

From 4.0 g. of 6-[4-(3-pyridylaminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinic acid in 150 ml. of methylene chloride, 1.55 ml. of trimethylamine, 1.4 ml. of trimethylsilyl chloride and 1.6 ml. of thionyl chloride, following the procedure of (a) above, there is obtained 6-[4-(3-pyridylaminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl chloride hydrochloride.

Sources & evidence

ORD record
ord-6570b3d07a924864a16a6cb781c5c00e
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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