2,3-Diaminotoluene → HCID 86712415, compound

HRID 404989Notes

Reaction equation

HRID 404989 reaction equation
N[C:2]1[C:3]([NH2:9])=[C:4]([CH3:8])[CH:5]=[CH:6][CH:7]=1.[C:10](=[O:24])([O:12]C1C=[C:18]([O:20][C:21](=[O:23])[NH2:22])[CH:17]=[CH:16][C:14]=1C)[NH2:11]>>[CH3:8][C:4]1[CH:5]=[CH:6][C:7]([NH:11][C:10](=[O:12])[OH:24])=[CH:2][C:3]=1[NH:9][C:10](=[O:12])[OH:24].[CH2:18]([O:20][C:21]([NH:9][C:3]1[CH:2]=[C:7]([NH:22][C:21]([O:20][CH2:18][CH2:17][CH2:16][CH3:14])=[O:23])[CH:6]=[CH:5][C:4]=1[CH3:8])=[O:23])[CH2:17][CH2:16][CH3:14].[CH3:8][C:4]1[C:5]([NH:11][C:10](=[O:12])[OH:24])=[CH:6][CH:7]=[CH:2][C:3]=1[NH:9][C:10](=[O:12])[OH:24].[CH2:18]([O:20][C:21]([NH:22][C:5]1[CH:6]=[CH:7][CH:2]=[C:3]([NH:9][C:21]([O:20][CH2:18][CH2:17][CH2:16][CH3:14])=[O:23])[C:4]=1[CH3:8])=[O:23])[CH2:17][CH2:16][CH3:14]

Participants

4

Reactant 2

HCID 175932,3-DiaminotolueneHCID 14008947HCID 14008947, compound

Product 2

HCID 86712415HCID 86712415, compoundHCID 86712416HCID 86712416, compound

Procedure

Tolylene dicarbamate was produced in the same manner as in Preparation Example 1, except that the mixed diaminotoluene was used in place of the first diaminotoluene. It was confirmed that tolylene dicarbamate was obtained at a yield of 95 mol % as the total amount of 2,4-bis(butoxycarbonylamino)toluene (2,4-tolylene dicarbamate) and 2,6-bis(butoxycarbonylamino)toluene (2,6-tolylene dicarbamate).

Sources & evidence

ORD record
ord-bd7fbbf4f6444cb98fae4e1093f04e03
Source dataset
uspto-grants-2014_06
Patent number
US08748654B2

Reaction notes

Loading…