Dimethylformamide → 2-Thenylamine, N,N-bis(2-chloroethyl)-, hydrochloride

HRID 231872Notes

Reaction equation

HRID 231872 reaction equation
[CH:1]1[CH:5]=[C:4]([CH2:6][N:7]([CH2:11][CH2:12][Cl:13])[CH2:8][CH2:9][Cl:10])[S:3][CH:2]=1.[ClH:14].[Br-].CN(C=O)C.C(N(CC)CC)C.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>O=O>[CH:1]1[CH:5]=[C:4]([CH2:6][N:7]([CH2:11][CH2:12][Cl:13])[CH2:8][CH2:9][Cl:10])[S:3][CH:2]=1.[ClH:14]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 131715389HCID 131715389, compound

Product 1

HCID 2036042-Thenylamine, N,N-bis(2-chloroethyl)-, hydrochloride

Reagents, catalysts & solvents 1

HCID 977OxygenSolvent

Procedure

One millimole of DCTA-bromide was added to 5 ml of DMF containing 0.2 ml of 1,2-dithioethylene and 0.5 ml of triethylamine. The mixture was incubated under argon for 2 hours at 60°-70° C. After reaction the mixture was diluted with oxygen-free H2O to 50 ml, the pH was adjusted to 4.0-4.5 with glacial acetic

Workup

  1. customAfter reaction the mixture

Sources & evidence

ORD record
ord-000a47c865de4642a35a7aa65463289b
Source dataset
uspto-grants-1989_07
Patent number
US04849505

Reaction notes

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