Dimethylthiocarbamoyl chloride → HCID 20551392, compound

HRID 903560Notes

Reaction equation

HRID 903560 reaction equation
C([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[C:7]([Cl:15])[C:8]([SH:14])=[CH:9][CH:10]=2)[CH2:5]1)(=O)C.ClC1C(O)=CC=C2C=1C=NC=C2.CN(C)C(Cl)=S.ClC1C(SC(=O)N(C)C)=CC=C2C=1C=NC=C2>>[Cl:15][C:7]1[C:8]([SH:14])=[CH:9][CH:10]=[C:11]2[C:6]=1[CH:5]=[N:4][CH:13]=[CH:12]2

Participants

5

Reactant 4

HCID 27871Dimethylthiocarbamoyl chlorideHCID 23336524HCID 23336524, compoundHCID 23336539HCID 23336539, compoundHCID 23336567HCID 23336567, compound

Product 1

HCID 20551392HCID 20551392, compound

Procedure

Alternatively, N-acetyl-8-chloro-7-mercapto-1,2,3,4-tetrahydroisoquinoline can be prepared by reacting 8-chloro-7-hydroxyisoquinoline with dimethylthiocarbamyl chloride and rearranging the resulting compound to 8-chloro-7-dimethylcarbamoylthioisoquinoline. This compound is hydrolyzed to give 8-chloro-7-mercaptoisoquinoline which is then reduced and acylated.

Sources & evidence

ORD record
ord-dc08123502904710bc2f0b4225afffc6
Source dataset
uspto-grants-1980_10
Patent number
US04228170

Reaction notes

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