2,2':5',2''-Terthiophene → 5,5''-Dicyano-2,2':5',2''-terthiophene

HRID 727934

Reaction equation

HRID 727934 reaction equation
C1C=C(C2SC(C3SC=CC=3)=CC=2)SC=1.ClS([N:20]=[C:21]=O)(=O)=O.[C:23]([C:25]1[S:29][C:28]([C:30]2[S:31][C:32]([C:35]3[S:36][CH:37]=[CH:38][CH:39]=3)=[CH:33][CH:34]=2)=[CH:27][CH:26]=1)#[N:24]>C(Cl)Cl>[C:23]([C:25]1[S:29][C:28]([C:30]2[S:31][C:32]([C:35]3[S:36][C:37]([C:21]#[N:20])=[CH:38][CH:39]=3)=[CH:33][CH:34]=2)=[CH:27][CH:26]=1)#[N:24]

Participants

5

Reactant 3

HCID 650672,2':5',2''-TerthiopheneHCID 70918Chlorosulfonyl isocyanateHCID 184181(2,2':5',2''-Terthiophenyl)-5-carbonitrile

Product 1

HCID 115003755,5''-Dicyano-2,2':5',2''-terthiophene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

α-Terthienyl (2.46 g, 0.01 m) was treated with two equivalents of chlorosulfonyl isocyanate (0.02 m) in methylene chloride as described in the preparation of 5-cyano-2,2':5',2"-terthienyl. Work-up as in that procedure gave crude product (2.4 g), m.p. 165°-170° C., contracting around 140° C. m/z 298(m+);

Sources & evidence

ORD record
ord-e9c0530fe6e148daa6731b0ee861c80a
Source dataset
uspto-grants-1991_09
Patent number
US05045563

Linked notes

Loading…