1,1-Dichloroethane → HCID 54375442, compound

HRID 1904150Notes

Reaction equation

HRID 1904150 reaction equation
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:30][O:31][CH2:32][CH2:33]I)[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH:36](Cl)[CH3:37]>N1C=CC=CC=1>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:30][O:31][CH2:32][CH2:33][C:37]2[CH:36]=[CH:3][CH:2]=[CH:1][N:20]=2)[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 63651,1-DichloroethaneHCID 53951774HCID 53951774, compound

Product 1

HCID 54375442HCID 54375442, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 5 g of syn isomer of 2-(2-tritylamino-4-thiazolyl)-2-(2-iodoethoxyimino)-acetic acid solvated with dichloroethane (=4.27 g of pure product) and 30 ml of pyridine was heated at 60° C. for 24 hours and then stood at room temperature for 56 hours. The mixture was vacuum filtered and the recovered product was rinsed with pyridine and then ether and dried to obtain 1.66 g of the syn isomer of 2-(2-tritylamino-4-thiazolyl)-2-(2-pyridylethoxyimino)-acetic acid (pyridinium internal salt) melting at 250° C. (decomposition).

Workup

  1. filtrationfiltered
  2. washthe recovered product was rinsed with pyridine
  3. dry with materialether and dried

Sources & evidence

ORD record
ord-03ba6d75f34a4236832fb3e6671c3868
Source dataset
uspto-grants-1984_03
Patent number
US04439433

Reaction notes

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